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المحتوى المقدم من Turner Novak. يتم تحميل جميع محتويات البودكاست بما في ذلك الحلقات والرسومات وأوصاف البودكاست وتقديمها مباشرة بواسطة Turner Novak أو شريك منصة البودكاست الخاص بهم. إذا كنت تعتقد أن شخصًا ما يستخدم عملك المحمي بحقوق الطبع والنشر دون إذنك، فيمكنك اتباع العملية الموضحة هنا https://ar.player.fm/legal.
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The Wednesday Season 2 Official Woecast


1 Here We Woe Again: Jenna Ortega, Creators Al Gough & Miles Millar 31:46
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BE WARNED! This podcast will contain spoilers for Wednesday Season 2, episodes 1-4. Join host Caitlin Reilly each week as she takes you deep into the twisted world of Wednesday with an amazing group of guests! And producer Thing will be helping out to make sure everything goes to plan - well, mostly, anyway... In this episode: Jenna Ortega peels back the layers on the new tension between Wednesday and Enid. And that terrifying vision! Plus… Series showrunners Al Gough and Miles Millar reveal why they made Morticia Addams such a central character in this season, and what it means for Wednesday. Whether you’re a normie or an outcast, the Wednesday Season 2 Official Woecast will be the place for all things Nevermore! For more juicy details about Wednesday Season 2, head over to Tudum.com to get all of the latest updates. 0:00 Intro 1:15 Preparing for Season 2 3:25 Evolving Wednesday’s look for Season 2 4:12 Addams clan expands for Season 2 6:12 Joanna Lumley joining the cast 7:38 Wednesday and Enid's Friendship 9:00 Wednesday’s Vision 10:50 Jenna is a Producer 13:45 Al and Miles introduction 14:03 Wednesday takes down a Serial Killer 15:05 Intergenerational Relationships & the Addams Women 17:48 Catherine Zeta-Jones as Morticia in Season 2 20:48 Wednesday and Enid’s relationship 24:04 Steve Buscemi joining the cast 26:19 Wednesday’s popular! 27:45 Boy with the Clockwork Heart stop motion sequence…
The Peel with Turner Novak
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المحتوى المقدم من Turner Novak. يتم تحميل جميع محتويات البودكاست بما في ذلك الحلقات والرسومات وأوصاف البودكاست وتقديمها مباشرة بواسطة Turner Novak أو شريك منصة البودكاست الخاص بهم. إذا كنت تعتقد أن شخصًا ما يستخدم عملك المحمي بحقوق الطبع والنشر دون إذنك، فيمكنك اتباع العملية الموضحة هنا https://ar.player.fm/legal.
Exploring the world’s greatest startup stories. Get a behind the scenes look into the founding stories of your favorite companies. Learn how the industries they operate in actually work, and learn playbooks and tactics you can use to launch and scale your own business.
…
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المحتوى المقدم من Turner Novak. يتم تحميل جميع محتويات البودكاست بما في ذلك الحلقات والرسومات وأوصاف البودكاست وتقديمها مباشرة بواسطة Turner Novak أو شريك منصة البودكاست الخاص بهم. إذا كنت تعتقد أن شخصًا ما يستخدم عملك المحمي بحقوق الطبع والنشر دون إذنك، فيمكنك اتباع العملية الموضحة هنا https://ar.player.fm/legal.
Exploring the world’s greatest startup stories. Get a behind the scenes look into the founding stories of your favorite companies. Learn how the industries they operate in actually work, and learn playbooks and tactics you can use to launch and scale your own business.
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1 How to Build a Content Strategy + CPG Brand Lessons | Isaac Medeiros (Mini Katana, Kanpai Foods) 1:15:22
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Isaac Medeiros is the Founder of Mini Katana and Kanpai Foods. Isaac’s content gets over 1 billion views per month. Our conversation gets into content strategy from a high level down to tactical decisions, differences between the TikTok and YouTube algorithms, and how AI will impact content creation. We also get into Isaac’s origin story building consumer brands, why TikTok has made food an interesting category for new products, how to get a product into retail stores, and when you shouldn’t sell into retail. Isaac also shares how tariff’s impacted his company. They became unprofitable overnight, and he had to move his entire supply chain from the US to Mexico in 60 days. Thank you to Sean Frank @ Ridge and Kevin Espiritu @ Epic Gardening for their help brainstorming topics for Isaac. Special thanks to Ramp for supporting this episode. It's the corporate card and expense management platform used by over 40,000 companies, like Shopify, CBRE and Stripe. Time is money. Save both with Ramp. Get $250 for signing-up here . Timestamps: (3:46) 165 million views in two days (5:15) Followers don’t matter, build a binge bank (11:21) How to monetize an audience (14:36) Identify outliers for content ideas (17:13) Should founders make their own content? (19:34) Starting Mini Katana (23:39) $10m revenue in two years w/ $0 CAC (25:56) Difference between TikTok and YouTube algorithms (29:38) When to experiment with a second platform (32:20) Starting Kanpai, a freeze-dried candy company (36:54) Why freeze-dried candy wasn’t popular (38:22) Why you shouldn’t sell in retail (41:12) Why you should sell in retail (47:05) Downsides of selling to large retailers (49:52) Should CPG brands raise money? (57:59) Moving manufacturing from US to Mexico in 60 days to avoid tariffs (1:04:20) Why you don’t want to be first in a category (1:08:06) Other CPG creators Isaac follows (1:09:15) Elon Musk, Charlie Munger, Mark Cuban (1:11:55) Labubu’s Referenced Mini Katana Kanpai Foods Previous episode with Kevin Espiritu Previous episode with Sean Frank Peachy Babies The Marshmellow Co Follow Isaac Twitter LinkedIn Follow Turner Twitter : LinkedIn : Subscribe to my newsletter to get every episode + the transcript in your inbox every week.…

1 The Past, Present, and Future of AI, Robotics, Venture Capital, Crypto | Why Deep Tech Startups Mess up Value Capture | Michael Dempsey, Managing Partner, Compound 1:58:21
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Michael Dempsey is the Managing Partner at Compound, a thesis-driven, research-centric investment firm. We spent two hours talking through the past, present, and future of a bunch of topics in technology and investing. Michael started investing in AI in 2016. He was the first investor in now-unicorns Runway and Wayve. But he hasn’t done much AI investing over the past few years. We talk about why, how AI will intersect with robotics, the future of things like crypto and synthetic biology, and why so many deep tech companies mess up economic value capture. We also talk about what it means to be a thesis-driven venture firm, Compound’s research process and how to replicate it, what private and public market investors can learn from each other, advice for anyone starting in venture today, how to build a brand in VC, and why venture firms don’t compound and actually decay over time. Thank you to Kevin Kwok, Andy Weissman, Cristóbal Valenzuela, Blake Robbins, and Smac at Compound for their help brainstorming topics for this. Special thanks to Ramp for supporting this episode. It's the corporate card and expense management platform used by over 40,000 companies, like Shopify, CBRE and Stripe. Time is money. Save both with Ramp. Get $250 for signing-up here . Timestamps: (4:09) Leading Runway’s Seed in 2018 (10:15) Short-term ARR vs long-term sustainability (16:20) Compound, a research-centric investment firm (18:41) Investing in bio, crypto, real-world AI, and healthcare (23:58) VC firms do not compound, they decay over time (29:27) How to build a research-focused investment firm (41:30) Current state of venture slop (45:43) Building a brand as a VC firm (52:31) Investing in Wayve in 2016 (58:53) Why deep tech companies screw up economic value capture (1:04:57) How to approach massive funding rounds (1:08:36) Should VCs “play the game on the field”? (1:15:33) Compound is a forecasting firm (1:21:37) Advice for young people getting into VC (1:26:48) Public market investors underappreciate narratives (1:31:20) Michael’s crypto thesis + real use cases (1:40:07) Why crypto hasn’t seen mass adoption yet (1:49:00) Humanoid robots won’t work (1:54:42) Should you make a hyped launch video? Referenced Compound Runway Wayve Michael’s Blog Follow Micahel Twitter LinkedIn Follow Turner Twitter LinkedIn Subscribe to my newsletter to get every episode + the transcript in your inbox every week.…

1 Ryan Hoover on Growth Flywheels, Building Communities, Helping Founders, LP Investing 1:38:21
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Subscribe to my newsletter to get every episode + the transcript in your inbox every week. Ryan Hoover is the Founder of Product Hunt and Weekend Fund. Ryan’s probably helped more founders launch their products than anyone else on Earth. We talk about starting Product Hunt as an email list, and he open sources the growth flywheel that propelled it to one of the most important places in technology. Ryan unpacks how he built and scaled a community around the product, how online communities have changed over time, how we’re thinking about software in the age of AI (tech will change, human behavior won’t), and how status has changed in Silicon Valley. We also talk about starting Weekend Fund to invest in other founders, his first 400x investment, investing in consumer health, and why he started investing in other funds. Thanks to Ramp for supporting this episode . It's the corporate card and expense management platform used by over 40,000 companies, like Shopify, CBRE and Stripe. Time is money. Save both with Ramp. Get $250 signing-up here . Timestamps: (5:52) Helping founders with software (15:36) Early ideas for Product Hunt in 2013 (19:14) Starting as a social email list (26:26) Product Hunt’s growth flywheel (31:15) AI won’t change human behavior (34:12) An audience is not a community (36:42) Why every community needs utility (38:52) Communities have shifted towards group chats (40:10) How AI changes building products (49:35) Importance of craft (52:30) Starting Weekend Fund, Ryan’s 400x investment (56:57) Weekend Fund’s software experiments (59:26) What makes Ryan’s investing unique (1:02:16) Why Ryan has a small fund (1:07:41) Peptides, GLP-1’s, Ketamine (1:18:57) Investing in funds (1:20:53) Ways LPs can add value for GPs (1:23:05) How status has changed in Silicon Valley (1:31:37) Backing founders with secrets, why failing is hard Referenced Weekend Fund Product Hunt Wayve self-driving cars The community trap Hooked: How to Build Habit Forming Products Get Your Wish - Porter Robinson Social Utilities Silicon Valley’s new status symbols Selfish Investing Follow Ryan Twitter LinkedIn Personal Website Signature Block Follow Turner Twitter LinkedIn Subscribe to my newsletter to get every episode + the transcript in your inbox every week.…

1 PhD to $100M Revenue: Rebuilding SMB Lending with AI | Sahill Poddar, Co-founder and CEO of Parafin 1:25:17
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Sahill Poddar is the Co-founder and CEO of Parafin, helping marketplaces, vertical SaaS, and point of sale providers offer financial services their merchants. Sahill and his team have quietly built Parafin to nearly a $100m GAAP revenue run rate in only four years, and they've done it in an industry that's become a Silicon Valley graveyard: SMB lending. Sahill talks about how they partnered with other marketplaces, vertical SaaS, and point of sale providers to offer financial services to SMBs at scale, landing DoorDash as their first customer before building the product, and advice for technical teams learning enterprise sales. Sahill's a fascinating founder, as he started his career getting a PhD discovering the Higgs boson particle at CERN’s Large Hadron Collider. We talk about physics, he explains how the Large Hadron Collider works, why physics is just real world machine learning, and all the lessons he learned on the growth teams at Facebook and Robinhood (including the way Robinhood acquired most of its userbase!) A thank you to Hans Tung at Notable Capital, Nick Shalek at Ribbit, and Mahdi Raza at Pathlight for their help brainstorming topics for the conversation. Thanks to Ramp for supporting this episode . It's the corporate card and expense management platform used by over 40,000 companies, like Shopify, CBRE and Stripe. Time is money. Save both with Ramp. Get your $250 here . Timestamps: (4:06) Lending to SMBs inside marketplaces and platforms (9:39) Why SMB lending is so hard (12:50) Three ways AI is changing Fintech (16:47) Silicon Valley’s graveyard of SMB lenders (22:44) Getting a PhD in Particle Physics (26:15) How CERN's Large Hadron Collider works (31:49) Discovering new dimensions (34:10) Building billion user data sets at Facebook (39:53) Working with other physicists at Robinhood (50:29) Growth lessons from FB + Robinhood (1:00:57) Starting Parafin, embedded, horizontal SMB lending (1:06:09) Why credit is the biggest problem for SMBs (1:10:53) Raising a Seed from Ribbit pre-product (1:13:25) Landing DoorDash as the first customer (1:16:51) Mastering B2B sales as a technical founder (1:22:58) Lessons from Vlad at Robinhood Referenced Parafin : Careers at Parafin Episode with Charley & Mahdi Julius CERN Large Hadron Collider Follow Sahill Twitter LinkedIn Follow Turner Twitter LinkedIn Subscribe to my newsletter to get every episode + the transcript in your inbox every week.…

1 Sleeping in Parking Lots to $250M+ Revenue: How Handshake Built Gen Z's Career Platform, Inside its Fast Growing AI Data Labeling Business, Scaling a Three-Sided Marketplace, How AI Changes Hiring 1:36:34
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Garrett Lord is the Co-founder and CEO of Handshake, the career and social network for Gen Z, connecting a million employers, 1,600 universities, and 18 million students and alumni. We talk through the explosive growth in Handshake’s human AI data labeling business, how AI is changing the job market and careers, advice for scaling a three-sided marketplace, and Garrett’s approach to hiring executive-level talent. We also get into the early days of Handshake, tapping out his dad’s retirement account to fund the first years, driving across the US landing the first customers, sleeping in McDonald’s parking lots, sneaking into careers fairs, and inside Handshake’s first fundraise that took over seven months. Shoutout to Jeff Richards, James Alcorn, Ilir Sela, and Ben Christensen for helping brainstorm topics for Garrett. Thanks to Ramp for supporting this episode . It's the corporate card and expense management platform used by over 40,000 companies, like Shopify, CBRE and Stripe. Time is money. Save both with Ramp. Get your $250 here . Timestamps: (3:44) More Gen Z than LinkedIn (7:11) Helping frontier labs label AI data (14:43) Masters and PhD students flock to Handshake (16:52) Why Handshake will win in AI data labeling (19:24) Growing to $250m+ Revenue (21:56) KPIs in recruiting marketplace (24:45) How AI will change careers (33:57) How to build a Seal Team Six AI team (37:06) Interning at Los Alamos (40:00) Breaking into Silicon Valley from Michigan (44:19) Helping friends get jobs at Palantir (48:13) Driving across the US sleeping in McDonald’s parking lots (54:52) Funding early days with his dad’s retirement account (57:37) Handwriting letters to get the first six customers (1:03:06) Early product failures and iterations (1:11:01) Fundraising, crashing on couches for seven months (1:17:07) Finally closing a Seed round (1:20:05) Moving from Michigan to SF with no money (1:23:38) Importance of sequencing new features (1:29:10) Handshake’s exec recruiting process (1:32:01) Building a company with your best friends Referenced Try Handshake Careers at Handshake Gumloop Peter Thiel Startup School Paul Graham’s blog Follow Garrett Twitter LinkedIn Follow Turner Twitter LinkedIn Subscribe to my newsletter to get every episode + the transcript in your inbox every week.…

1 Solving the Hardest Problems in Dev Tools | Jake Cooper, Founder of Railway 1:28:04
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Jake Cooper is the Founder of Railway. This conversation explores how AI accelerates the need for strong backend infrastructure, when to build vs buy in AI software, and why there are only two moats: solving hard problems and doing hard things. We also unpack Railway’s bold product bets, like enabling creators to earn revenue with backend templates, building their own data centers, and not building their own AI models. Jake also talks about their four week new hire onboarding, how they build a problem roadmap, why operators should be managers, and why you should almost never work weekends. Thank you to Angelo Saraceno @ Railway and Erica Brescia Bacon @ Redpoint for help brainstorming topics for the conversation. Thanks to Ramp for supporting this episode. It's the corporate card and expense management platform used by over 40,000 companies, like Shopify, CBRE and Stripe. Time is money. Save both with Ramp. Get your $250 here . Timestamps: (3:33) Solving the hardest problems in dev tools (8:16) Starting with the hardest thing (11:18) How AI accelerated the need for Railway (12:50) Importance of backend in AI-native software (16:52) Jake’s angel fundraise strategy (20:51) Resisting AI for so long (25:32) Using AI to get leverage (29:57) Build vs buy in AI software (33:22) When Jake knew Railway was working (34:27) Creating infrastructure templates (38:04) Building data centers and a cloud service (40:27) Two moats: Hard problems and hard things (46:25) Hitting 8-figures in revenue (48:47) Railway’s four week onboarding (54:25) Building a problem roadmap (56:16) You can’t set your own culture (1:01:58) Railway’s viral “How We Work” post (1:08:39) Using Discord instead of Slack (1:11:25) How hypergrowth companies mess up org design (1:14:03) Why you shouldn’t work weekends (1:19:45) Not betting big on AI models (1:21:53) Lessons from Zuck, Martin Scorsese Referenced Railway Careers at Railway The Inward Draw of Capitalism How We Work Volume 1 Volume 2 Volume 3 Volume 4 Follow Jake Twitter LinkedIn Substack Follow Turner Twitter LinkedIn Subscribe to my newsletter to get every episode + the transcript in your inbox every week.…

1 How WordPress Powers 43% of the Internet | Matt Mullenweg, Co-founder and CEO, Automattic 1:28:56
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Today’s guest is Matt Mullenweg, Co-founder of WordPress, which powers over 43% of all websites on the internet, and founder of Automattic. Our conversation explores the 2000’s internet, the early days of Automattic, and the decisions and philosophies that set them up for success 20 years later. We talk open source software, why Matt’s such a big proponent of it, how Automattic built its business model as one of the first SaaS companies (that now owns companies like Tumblr and WooCommerce), and how AI is changing engineering. Matt also shares how to build a community around your product, “Conscious Capitalism”, what he learned running one of the first distributed teams, and lessons on optimism from Walt Disney. Thanks to Ramp for supporting this episode . It's the corporate card and expense management platform used by over 40,000 companies, like Shopify, CBRE and Stripe. Time is money. Save both with Ramp. Sign-up for Ramp and get $250 here . Timestamps: (3:48) WordPress: Powering 43% of the internet (8:30) Outcompeting Reid Hoffman’s startup in the early days (14:03) Why open source wins over the long-term (16:21) Business models in open source (21:12) Starting Automattic in 2005, one of the first SaaS companies (28:45) Spending most of Automattic’s Seed round on servers (33:36) How to use Community + Word of Mouth for early growth (38:38) Matt’s current situation with WP Engine (43:30) How to give back in open source (53:55) Best practices from 20 years of running a remote company (59:59) Lessons on optimism from Walt Disney (1:12:33) How AI is changing coding (1:16:09) Automattic's internal employee secondary market (1:23:51) How open source increases longevity (1:26:08) Matt’s favorite classical thinkers Referenced: Automattic Wordpress Matt’s Blog Bay Lights in SF Innocence Project Vesuvius Challenge Plastic List The Giving Pledge DAFFY Pessimist Archive Matt's favorite quote from Rudy Francisco Maintenance by Stuart Brand We are as Gods by Stuart Brand Marginal Revolution by Tyler Cohen Follow Matt Twitter LinkedIn Follow Turner Twitter LinkedIn Subscribe to my newsletter to get every episode + the transcript in your inbox every week.…

1 Gamma's Journey to $50M ARR with 30 Employees | Co-founder and CEO Grant Lee 1:31:08
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Grant Lee is the Co-founder & CEO of Gamma, building instant PowerPoints, presentations, and websites with AI. As someone who’s made a lot of decks, its refreshing how Gamma thinks about slides starting with the words and narrative, using AI to build the design around the story. Gamma has put up impressive metrics, growing from zero to $50 million in ARR and 50 million users with only 30 employees. They’ve also had zero employee attrition, and a negative lifetime burn rate, with more cash in the bank than they’ve raised. We talk about building a horizontal product instead of for a specific vertical, why Grant likes hiring generalist’s, how a quarter of the team is designers, why they’ve never raised large funding rounds, and how they run the company with an efficient team while not subscribing to 996 working hours. Grant also shares how Gamma rebuilt their entire product to be AI-native in the months after ChatGPT launched, and how every department at Gamma uses AI internally. Thanks to Anamitra and Gaurav at Afore, Shiyan @ Hustle Fund, Evan @ South Park Commons, and Vas @ Accel for helping brainstorm topics for Grant. Special thanks to presenting sponsor of The Peel, Ramp. Ramp: Time is money. Save both with Ramp. Join 40,000+ companies, go to https://ramp.com/ThePeel Numeral: The end-to-end platform for sales tax and compliance. Try it here: https://bit.ly/NumeralThePeel Timestamps: (3:46) Gamma: The anti-Powerpoint (5:56) How to be efficient with a small team (7:58) Importance of full-stack generalists (12:15) How to hire problem solvers (15:57) Changing slides from designs to narratives (20:13) Gamma’s freemium AI business model (22:36) Ignoring conventional wisdom with a horizontal product (28:47) Why Gamma started with Slides (32:21) Raising a Pre-Seed for a horizontal product (38:25) Why Gamma avoided hyped funding rounds (40:57) How fundraising impacts recruiting (43:40) Liquidation preferences and employee equity (47:08) Gamma’s zero employee attrition (49:54) Working in-person during COVID (52:15) Using waitlists to batch new user cohorts (56:08) Re-building the product to be AI-native (58:17) How to improve your onboarding (1:00:46) Benefitting from AI models getting better (1:05:10) Growing from 60k to 50 million users (1:07:30) How to stand out as an AI company (1:09:23) Creating a Gamma API (1:11:37) How Gamma uses AI internally (1:15:06) Why Gamma doesn’t do 996 working hours (1:19:54) 4-month product sprints (1:22:16) Parenting hacks: sleep, exercise, nutrition (1:24:26) Brand and community lessons from Nike and Apple Referenced Gamma Careers at Gamma Optimizely NotebookLM Fin / Intercom : Afore Capital Follow Grant Twitter LinkedIn Follow Turner Twitter LinkedIn Subscribe to my newsletter here to get every episode + the transcript in your inbox every week.…

1 Inside the $2 Trillion Employee Benefits Market | Ryan Sachtjen, Threeflow 1:53:41
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Ryan Sachtjen is the Co-founder and CEO of Threeflow, building software for employee benefits brokers and insurance carriers. We start with a deep dive into the nearly $2 trillion dollar employee benefits market, including the structural issues that actually give the smallest companies the most leverage. We also talk about insurance more broadly, AI opportunities in insurance, lessons from kickstarting a marketplace doing nearly $3B in volume, when his wife got cancer two months after closing Threeflow's seed round, and how his co-founders adjusted to support him. Special thanks to Bolt for supporting this episode ! Join the world’s largest hackathon - up to $1m in prizes. Sign-up here . Timestamps: (3:57) Threeflow: B2B benefits marketplace (5:50) How the benefits industry works (9:20) The importance of brokers in insurance (12:32) Benefits broker software stack (15:36) How to make money in employee benefits (21:11) Ways to compete in insurance (26:34) How AI is changing insurance (31:01) What its like to be an insurance broker (35:37) Starting ThreeFlow in 2016 pre-LLMs (40:13) The 128 day walk through Europe before Threeflow (44:47) When his wife was diagnosed with breast cancer (50:23) Advice for founders on surviving large personal events (52:46) Threeflow’s unorthodox Seed round (59:46) How to vet your investors (1:04:14) Why insurance brokers exist (1:05:08) How to build a marketplace on top of Vertical SaaS (1:10:53) Choosing a marketplace entry point (1:15:05) $2.5B in premium volume on Threeflow workflows (1:26:39) Importance of supply side volume in a marketplace (1:31:21) Fundraising without a formal process (1:33:03) Hiring for “just get stuff done” (1:36:22) AI opportunities in insurance (1:41:05) Building software in insurance (1:44:56) Tactics for running a distributed team (1:49:04) Creating your own playbooks Referenced Try Threeflow Careers at Threeflow Follow Ryan LinkedIn: https://www.linkedin.com/in/ryansachtjen/ Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…

1 How to Raise a VC Fund Today, How AI is Changing Fintech, Traits of Top Emerging Managers, Why Everyone is Selling Secondaries, Triple-Layered SPVs | Samir Kaji, Co-founder and CEO of Allocate 1:42:03
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Samir Kaji is the Co-founder and CEO of Allocate. This conversation is a deep dive into the private markets, the evolution of venture capital as an asset class, and how there are now 10x more private investment firms than public companies. We also unpack why 90% of venture funds simply can’t raise capital right now, advice for anyone raising a fund today, how to stand out as an emerging manager, why secondaries have become a primary driver of liquidity in venture, and how to navigate SPVs as a GP and LP. We also talk through the AI products they built to evaluate fund managers at Allocate, and how AI is changing venture and company building. A special thanks to Bolt and Warp for supporting this episode. Bolt : Join the world’s largest hackathon - up to $1m in prizes. Sign-up here . Warp: Automates payroll , handles multi-state tax compliance, and streamlines international contractor payments, so founders can focus on building, not busywork. Try it here . Timestamps: (5:31) Evolution of the private markets (17:55) VC markets post-2020 (21:09) Risk / return profiles of various fund sizes (24:04) Secondaries will drive future venture returns (33:17) Creative ways to return capital (36:27) “Curiosity Revenue” in AI (41:52) Allocate’s Beyond Summit (43:42) Samir's AI fund analyzer (46:15) Fintech only 1% of financial services revenue (50:13) Triple-layered SPVs (54:50) Breaking down returns in venture (58:27) How to gauge a fund manager’s access (1:00:14) Determining appropriate fund size (1:05:02) 90% of venture funds cannot raise right now (1:09:50) How to raise a fund today (1:15:37) ChatGPT roasts Banana Capital (1:19:56) Traits of the best VCs (1:22:41) Vetting grit, hustle, and obsession (1:31:12) Why using AI is table stakes (1:36:49) Value of podcasts Check out Allocate The Peel episode with Eric Vishria Samir’s Venture Unlocked Podcast Follow Samir Twitter LinkedIn Follow Turner Twitter LinkedIn Subscribe to my newsletter to get every episode + the transcript in your inbox every week.…

1 How to Skip Your Seed, Pre-Seed Lessons Building Afore to $500M+ AUM | Anamitra Banerji 1:35:56
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Anamitra Banerji is the Co-founder of Afore Capital, an SF-based VC firm that specializes in investing in pre-seed stage companies. Our conversation gets into the evolution of Pre-Seed as a category, why Pre-Seed is more than option checks, what Afore looks for when backing founders before they even have a product, how to skip your Seed and go straight to a Series A, and how to run a fundraise process. We also get into Afore’s Founder in Residence program, why every VC started an accelerator, how AI is changing venture, joining Twitter as the first PM, and how Oprah helped create the legendary verified checkmark. Thanks to Gaurav Jain and Derrick Li at Afore for their help brainstorming topics for Anamitra. And special thanks to Bolt and Warp for supporting this episode . Bolt : Help them break a world record for the largest hackathon - up to $1m in prizes. Sign-up . Warp : Automates payroll, handles multi-state tax compliance, and streamlines international contractor payments, so founders can focus on building, not busywork. Try it here . Timestamps: (4:00) Afore: Starting in 2016 to build the pre-seed category (8:11) The unstructured data Afore underwrites at pre-seed (11:21) Pre-seed is determining bronze from gold (16:03) Why pre-seed is more than option checks (20:33) The secret to raising a Series A (23:20) Running a tight fundraise process (32:05) Skipping your Seed round (34:01) How to measure obsession in a founder (39:20) Knowing when to follow-on (40:54) Figuring out what really matters in a business (42:36) Afore’s Founder in Residence program (49:44) Pros / Cons of more access to capital for founders (52:27) Two reasons YC made every VC launch an accelerator (1:01:05) Why AI is forcing VCs to invest earlier (1:06:55) Will AI commoditize software? (1:08:29) Growing up in India, starting his first company (1:10:39) Coming to the US for school, joining Overture + Yahoo (1:14:05) Joining Twitter as first PM, creating the Verified check for Oprah (1:18:55) Building Twitter’s first ad product (1:20:28) Why non-founders can’t take foundational risks (1:23:02) Starting Afore for the Pre-Seed opportunity (1:27:47) Raising Afore Fund 1 (1:31:14) How to raise your first fund (1:33:33) Was Turner the best Afore intern ever? Referenced Afore Capital K9 Capital Afore’s Founder in Residence Program : Speedrun PearX Neo Accelerator Gamma Develop Health Follow Anamitra Twitter LinkedIn Follow Turner Twitter LinkedIn Subscribe to my newsletter to get every episode + the transcript in your inbox every week.…

1 Benchmark’s Eric Vishria on Going Zero to $100M ARR in 12 Months, Archetypes of Top AI Founders, Why Storytelling is a Superpower, How Benchmark Makes New Investments 1:45:51
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Eric Vishria is a General Partner at Benchmark Capital. Our conversation goes inside the new class of startups going zero to $100 million ARR in 12 months, the ways AI is changing company building, and how Eric and Benchmark make new investments. We get into the risk rewards of Series As today, how Benchmark competes to work with founders, and and why the best storytellers win. We also talk about parallels between the 90’s, 2000’s, and today, and how the archetype of successful founders has changed in the age of AI. Thanks to Spenser Skates, Sajith Wickramasekara, Bobby DeSimone, and Semil Shah for help brainstorming topics for Eric! Special thanks to this episode’s sponsors: Bolt : Help them break a world record for the largest hackathon - up to $1m in prizes. Sign-up here . Numeral : The end-to-end platform for sales tax and compliance. Try it here . Timestamps: (5:17) What gets Eric excited about a new investment (7:48) Backing learning machines (12:34) Backing Cerebras at inception (16:20) Why the best storytellers win (21:17) How Eric works with founders (26:38) Companies going zero to $100m in 12 months (31:09) Revenue quality of AI products (32:41) Moats and business models in AI (38:41) AI margins and runway (41:14) Parallels between winners of the 90’s and today (44:54) Archetypes of the best AI founders (50:43) SaaS companies successfully pivoting to AI (53:43) LLMs are most comparable to transistors in the 1950s (56:19) Ways Eric uses AI personally (58:05) How VC has changed over the past decade (1:01:40) VC is a hustler’s business (1:03:20) Backing extraordinary companies is all that matters (1:09:36) What makes Benchmark unique (1:17:03) How Benchmark makes investment decisions (1:18:38) Skipping senior year of high school (1:20:21) Working with Ben Horowitz and Marc Andreessen ‘00-’08 (1:24:42) Starting RockMelt, selling to Yahoo (1:26:28) Joining Benchmark in 2014 (1:28:08) Investing in Confluent one month later (1:28:50) Lessons from Spenser at Amplitude (1:29:36) Fireworks AI’s hyper growth (1:30:49) Pricing in AI changing from tokens to outcomes (1:32:23) Ways Eric’s perception of VCs changed after becoming one (1:34:07) How to build a management team (1:38:21 )The best CEOs make new mistakes (1:39:50) Why there should be more public companies (1:44:03) “Even great companies can be overvalued” Referenced Benchmark Cerebras Benchling Ben Thompson + Mark Zuckerberg Interview Confluent Amplitude Fireworks AI Andy Price at Artisinal Talent Follow Eric X / Twitter LinkedIn Follow Turner X/ Twitter LinkedIn Subscribe to my newsletter to get every episode + the transcript in your inbox every week…

1 Samsara’s Journey to $26B Public Company | Sanjit Biswas, Co-founder and CEO 1:32:03
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Sanjit Biswas is the Co-founder and CEO of Samsara, the fleet management and safety platform. At the time of publication, Samsara is a public company worth over $26 billion, and we unpack how exactly they went from zero to run rating at over $1.5 billion in revenue in ten years. We get into using AI to impact the physical world, how Samsara uses AI internally, and how their products prevent over 200,000 deaths per year. Sanjit has built two unicorns, and he shares everything he’s learned along the way, including what most founders and investors get wrong about hardware, thinking customer-first instead of product-first, how to know when you have product market fit, mastering sales as a technical founder, and how to spend more time with your customers. We also talk about getting his high school online in the 90’s, and the research project that turned into Sanjit’s first company, Meraki, and its $1.2 billion dollar sale to Cisco in 2012. Thanks to Bolt for supporting this episode. Help them break a world record for the largest hackathon (up to $1m in prizes): https://bit.ly/ThePeelBoltHackathon Timestamps: (4:26) Samsara: Helping the world of physical operations (8:44) Preventing 200,000 deaths per year (11:19) AI opportunities in transportation (14:43) Samsara’s internal AI tools (16:58) What people get wrong when building hardware (19:04) Starting Samsara customer-first instead of product-first (22:23) Find adjacent products for your customers (26:28) How to know you have product market fit (34:52) How to spend more time with customers and build feedback loops (43:00) 70-20-10 framework for allocating capital (45:07) Importance of selling new products to existing customers (49:15) Revisiting the product roadmap based on new technology (50:38) Why Sanjit credits focus to hitting $1B revenue in nine years (53:41) Learning to love sales as a technical founder (57:06) Getting his high school online in the 90’s (1:01:46) The research project that turned into Sanjit’s first company, Meraki (1:04:01) Importance of asymmetric risk when starting a company (1:05:41) Early days of Meraki taking off (1:09:19) Surviving and doubling during the financial crisis (1:16:00) Cisco acquiring Meraki for $1.2B (1:18:15) Meraki’s post-acquisition integration (1:20:48) Differences between 1st and 2nd company (1:24:19) Almost starting an renewable energy company (1:25:52) The power of small teams (1:28:49) One-shotting Bill Gates’ biography at 10-years old Referenced Samsara: https://samsara.com/ Meraki: https://meraki.cisco.com/ Arduino: https://www.arduino.cc/ Raspberry Pi: https://www.raspberrypi.com/ Hard Drive: Bill Gates and the Making of the Microsoft Empire: https://www.amazon.com/Hard-Drive-Making-Microsoft-Empire/dp/0887306292 No Priors Podcast: https://www.youtube.com/@NoPriorsPodcast Follow Sanjit LinkedIn: https://www.linkedin.com/in/sanjitbiswas/ Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…

1 Michael Kim @ Cendana | Lessons from the Top VCs, How Cendana Does Diligence, Portfolio Construction Best Practices, the 60x Rule, How Seed Funds Compete vs Multi-stage, Inside Cendana's Early Days 1:54:58
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Michael Kim is the Founder of Cendana Capital, a fund of funds that makes anchor investments in very early stage VC funds. We talk characteristics of the best investors, how Cendana does diligence on fund managers, portfolio construction best practices, Michael’s “60x rule”, and why high ownership to fund size is the main driver of returns. We also get in to how VCs are using AI, the competition between Seed and multi-stage investors, why US endowments are under siege, and how secondaries are driving most early stage venture returns today. Michael also opens up about the early days of starting Cendana, the 18 month grind raising Cendana Fund 1, the day he almost died, and ranking in the top 2% globally in Call of Duty. Special thanks to Roger Ehrenberg, Kevin Hartz, Semil Shah, Jeff Claviar, Beezer Clarkson, Jack Altman, Jeff Morris Jr, Sheel Mohnot, Nichole Wischoff, Ted Alling, and Rick Zullo for their help putting this episode together. Thanks to Bolt for supporting this episode. Help them break a world record for the largest hackathon (up to $1m in prizes): https://bit.ly/ThePeelBoltHackathon Timestamps: (4:24) The day Michael almost died (5:10) Call of Duty & video games (9:34) Hiring @ Cendana (10:31) How Cendana uses structured and unstructured data (16:51) How VCs are using AI (19:55) Why secondaries are driving most early stage venture returns (22:01) Deciding when to sell secondaries (24:28) Best performing venture funds ever (27:26) The best VCs have amazing access to the best founders (33:42) Why Cendana backs Solo GPs (35:57) How to invest over time and hype cycles (41:35) Why multi-stage firms are investing earlier (44:45) Cendana’s current thesis: High ownership % to fund size (45:51) Why Cendana started backing non-lead VCs (48:41) How Cendana does diligence on fund managers (52:22) VC NPS Scores and Ron Conway’s Silver Bullet (53:49) Good vs bad new VC firm strategies (56:36) Determining defensibility of a strategy (57:57) “Messy middle” software buyout fund (1:03:25) Portfolio construction best practice (1:08:11) Michael’s 60x Rule (1:14:28) How Seed funds compete with multi-stage funds (1:20:05) Should you collect logos writing small checks? (1:21:07) Becoming an LP for the city of SF (1:24:42) Taking 18+ months to raise Cendana Fund 1 in the GFC (1:26:48) Warehousing the first Cendana Fund 1 investments (1:29:56) How to do a first close (1:34:29) Why it’s hard to kill a VC firm (1:37:00) What happens to ZIRP tourist fund managers (1:40:22) How to raise a Fund 2 or 3 today (1:42:07) “US endowments are under siege” (1:44:55) What the best GP LP relationships look like (1:46:41) What Fund of Funds get wrong (1:50:43) The three most interesting trends in venture today Referenced Check out Cendana https://www.cendanacapital.com/ Deep Checks https://www.deepchecks.vc/ Prior episode with Eric at Bolt https://www.youtube.com/watch?v=7Q6n1vqUrF4 Follow Michael Twitter: https://x.com/MKRocks LinkedIn: https://www.linkedin.com/in/michael-kim-cendana-capital/ Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…

1 How AI Changes Governments & Business Models, From $11 to $187M Exit | Mike Vichich, Pursuit 1:47:05
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Mike Vichich is the Co-founder and CEO of Pursuit, which helps companies generate more revenue from the public sector. We talk about how AI is changing Helmer’s 7 Powers, how it’s impacting the government, if DOGE is actually working, building a startup in the Midwest, and how to disagree with your team. We also get into Mike’s prior company Wisely, and how they went from $11 in the bank account and unable to pay payroll for six months, to over $10 million ARR and a $187 million exit to Olo, a public company. Thanks to Jack Altman and Blake Robbins for their help brainstorming topics for Mike! Timestamps: (3:21) How AI changes Helmer’s 7 Powers (17:06) What becomes important in AI-first economy (21:02) How AI interfaces with the government (24:02) “The rules intended to save taxpayer money ironically cause taxpayer money to be wasted” (29:34) How change orders impact public sector costs (33:20) Why DOGE has not impacted US government spending yet (38:15) Three pieces of wisdom from 2nd-time founders (41:44) Starting Pursuit to make selling to the public sector as easy as the private sector (45:35) Why cities grow expenses 5x faster than tax revenue (51:42) Pros + Cons of building startups in Ann Arbor, MI (57:43) Hiring talent density in the Midwest (59:30) Starting his first company to fix consumer credit cards (1:08:50) Pivoting Wisely to restaurant loyalty (1:12:49) $11 in the bank, missing payroll for six months (1:15:21) Embarrassing demo at an Ann Arbor tech meetup (1:18:18) Why CEOs don’t always have to be right (1:20:54) How to disagree (1:25:48) Hiring at Pursuit (1:28:30) “A bad day with customers is better than the best day in the office” (1:31:33) Crashing their first customer’s PoS on Labor Day Weekend (1:35:55) Using “The Cadence” to hit $10M ARR (1:41:55) Selling Wisely to Olo for $187M Referenced Check out Pursuit: https://www.pursuit.us/ The Four Steps to the Epiphany by Steve Blank: https://www.amazon.com/Four-Steps-Epiphany-Steve-Blank/dp/0989200507 Ann Arbor New Tech Meetup: https://www.meetup.com/a2newtech/ How to Disagree: https://www.paulgraham.com/disagree.html The Cadence by David Sacks: https://sacks.substack.com/p/the-cadence-how-to-operate-a-saas-startup-436aa8099e8 Follow Mike Twitter: https://x.com/mikevichich LinkedIn: https://www.linkedin.com/in/mikevichich Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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1 Ultimate Startup Growth Playbook, Using AI to Automate Operations | Sam Ross, Numeral 2:01:12
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Sam Ross is the Co-founder and CEO of Numeral. This conversation is a master class on all things growth at the zero to one stage. We talk early growth lessons from Airbnb, and stories from being one of the largest, earliest Facebook advertisers. We get into working backwards from pockets of strong demand to find business ideas, how to establish early social proof around your product, why you shouldn’t hire a growth person as your first growth hire, how he raised Numeral’s Series A in four days, and why sales tax is so complicated and how they’re using AI to make it easy. Timestamps: (3:03) Why sales tax is so complicated (8:06) Running crazy Facebook ads in 2013 (11:58) Why you need to be aggressive on new growth channels (16:55) How strong retention unlocks massive businesses (18:24) Using pockets of demand to find business ideas (21:34) Balancing performance vs brand marketing (25:45) How to build a brand from scratch (29:11) When cold outbound actually works (36:18) Building early social proof around your product (43:33) Don’t hire career growth people for growth roles (49:31) Lessons building a jewelry business doing $30m in revenue (58:44) How the 2018 Wayfair v South Dakota decision led to Numeral (1:05:04) Hacking an early product together with spreadsheets (1:07:32) Automating the product (1:15:26) What happens if you don’t pay sales tax (1:20:41) How Numeral uses AI and LLMs internally (1:26:41) How to compete against non-technical incumbents (1:32:57) Why they raised VC for Numeral (1:38:19) Raising a Series A in four days (1:45:43) How big can a sales tax company really be? (1:48:55) Creating a better global tax system (1:54:31) How San Francisco is losing its soul Referenced Check out Numeral: https://www.numeralhq.com/ South Dakota v Wayfair: https://en.wikipedia.org/wiki/South_Dakota_v._Wayfair,_Inc. Follow Sam Twitter: https://x.com/SpamRoss LinkedIn: https://www.linkedin.com/in/sambross/ Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Scaling Amplitude to $300M ARR with Co-founder and CEO Spenser Skates 1:44:04
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Spenser Skates is the Co-founder and CEO of Amplitude. Our conversation gets into the importance of data in product design and company building, how Amplitude is thinking about AI, and the future of user responsive software. We also get into the early days of building Amplitude, when to go multi-product, how to construct your board as a startup, hiring executives at various company stages, lessons from closing three acquisitions, lessons scaling to $300 million in ARR, inside Amplitude’s 2021 IPO, and what most people get wrong about Founder Mode. Thanks to Numeral for supporting this episode, the end-to-end platform for sales tax and compliance. Try it here: https://bit.ly/NumeralThePeel Timestamps: (4:45) Using data to build great products (8:31) Why data is existential to every business (13:14) How to go multi-product (15:48) Every startup becomes a distribution company (19:29) Lessons from three acquisitions (29:09) AI hasn’t changed B2B SaaS yet (31:24) Challenges of incorporating AI in B2B SaaS (33:09) Amplitude’s AI experiments (36:29) Navigating technology hype cycles as a public company (39:40) Amplitude’s opportunity in LLMs (43:08) User responsive software (46:16) Surprising things that slow your speed of execution (51:27) What people get wrong about Founder Mode (59:48) Pivoting into Amplitude after YC (1:04:42) Nine months to raise Amplitude’s first round (1:08:31) Surprises from closing the first customers (1:12:46) Two sales lessons for technical founders (1:13:44) Scaling to $300M+ ARR (1:17:14) How to choose board members (1:19:55) Inside Amplitude’s IPO (1:21:56) “Stock price is an output of the business” (1:26:36) Evolving from startup founder to public company CEO (1:31:54) How hiring execs changes as you scale (1:34:32) Why DEI is important at Amplitude (1:39:46) Relevance of gaming and startups Referenced Try Amplitude: https://amplitude.com/ Careers at Amplitude: https://amplitude.com/careers Moxie Marlinspike’s web3 article:https://moxie.org/2022/01/07/web3-first-impressions.html Sheep Logic: https://www.epsilontheory.com/sheep-logic/ Follow Spenser Twitter: https://x.com/spenserskates LinkedIn: https://www.linkedin.com/in/spenserskates Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Lessons Going Zero to $40M ARR in Two Years | Dan Lorenc, Chainguard 1:14:56
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Dan Lorenc is the Co-founder and CEO of Chainguard, the safe source for open source. The internet runs on free, open source software. But as its risen in popularity, its become the latest attack point targeted by hackers and nation states. This conversation with Dan gets into the history of open source software, cloud computing, Linux, the software supply chain, how AI will impact it, and what the next big cyber attack will look like. Dan is an engineer, but he also loves sales and go-to-market. We unpack how Chainguard went from zero to 150 customers and a $40m ARR in two years. Chainguard just announced a $350 million Series D led by Kleiner and IVP, and Dan unpacks the round, plus shares his secret methodology for valuing the company. A big thank you to Dan’s Co-founder Kim Lewandowski, to Clay Fischer @ Spark, Bogomil Balkansky & Andrew Reed @ Sequoia, and Tom Loverro @ IVP for their help brainstorming topics for Dan. Thanks to Numeral for supporting this episode, the end-to-end platform for sales tax and compliance. Try it here: https://bit.ly/NumeralThePeel Timestamps: (3:26) A safe source for open source (4:57) The software supply chain (7:19) Can you trust open source code with contributors in Russia? (9:43) Malware attack that almost took down the entire internet (12:40) What the next big cyber attack will look like (15:12) How will AI impact the software supply chain (17:53) The history of cloud computing (21:42) Why all cloud computing runs on Linux (23:16) How Linux + Linux distros work (29:28) Automating open source security (32:43) Chainguard roadmap: Libraries and VMs (36:40) Focusing on FedRAMP (42:44) Impact of DOGE (44:06) Zero to $40m ARR in two years (45:40) Learning to love sales as a technical founder (47:24) Lessons from Frank Slootman (51:15) How to create urgency in sales (53:16) How to build a sales team (58:23) Hiring Ryan Carlson from Wiz & Okta (1:01:45) Inside Chainguard’s $350m Series D (1:07:41) Vibe coding + Dan’s software stack (1:09:51) Cutting his hair in front of the entire company (1:10:27) Wearing a different suit to each board meeting (1:12:32) Bogomil, world’s best SDR Referenced Check out Chainguard: https://www.chainguard.dev/ Jobs at Chainguard: https://www.chainguard.dev/careers Prior episode with Dan: https://www.youtube.com/watch?v=AC4cOJ9n_Z8 Linux Origin Email: https://www.reddit.com/r/linux/comments/mmmlh3/linux_has_a_interested_history_this_is_one_of/ The Qualified Sales Leader: https://www.amazon.com/Qualified-Sales-Leader-Proven-Lessons/dp/0578895064 Julius, AI data analysis: https://julius.ai/ Claude Code: https://www.anthropic.com/claude-code World’s best SDR: https://x.com/BogieBalkansky/status/1913269714882814350 2025 Chainguard Assemble Keynote: https://www.youtube.com/watch?v=adfU9LJg3I0 Follow Dan Twitter: https://x.com/lorenc_dan LinkedIn: https://www.linkedin.com/in/danlorenc/ Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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1 Surviving Two Seed Extensions, Fixing Auth for AI Agents | Clerk Founder & CEO Colin Sidoti 1:39:38
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Colin Sidoti is the Co-founder and CEO of Clerk, the best way to build authentication and user management. I loved this conversation, because Colin is currently in the arena building Clerk. It has not been easy, and he takes us inside some of the harder moments of the past six years. We hit on three main themes: authentication; lessons raising multiple hard Seed extensions in the early days, including a recap before the A, and the demo that got a16z to invest; and things AI and MCP. We also talk founding a company with his brother, building a compound startup, why components are the new APIs, and what he learned about audacious goals from John Collison @ Stripe A big thank you to Reid Christian @ CRV, Paul Klein @ Browserbase, and Joseph Nelson @ Roboflow for helping brainstorm topics for Colin. Timestamps: (3:39) The best developer tool for authentication and user management (5:45) The easiest way to set up billing (7:13) Building a compound startup (9:15) Lesson on audacious goals from John Collison (12:40) Developer tools are now trusted category experts (13:47) How auth impacts billing, CRM, marketing, analytics (19:44) Why auth is always changing (25:40) Coming up with the idea for Clerk (29:24) What its like starting a company with your brother (30:58) Living in a basement during Clerks early days (35:33) Getting early users narrowing focus in South Park Commons (40:10) Fundraising lessons from struggling to raise (43:46) The trick that raised Clerk’s first round from S28 (45:09) Launching + the first Seed extension (50:15) Sequoia’s feedback that improved conversion rates (52:22) Why a16z led Clerk’s 2nd Seed extension (58:11) How to do a recap before Series A (1:03:34) Changing Clerk’s pitch to scare investors (1:08:56) Fundraising advice “Why partner alignment is all that matters” (1:11:42) Fast Series A and breaking 7%/week growth (1:16:32) Negotiating Clerk’s Series B at the bar (1:22:15) Investors in the arena vs in their mansions (1:27:57) The three ways AI is changing authentication (1:31:21) Why AI agents all try to steal free AI credits (1:33:09) Remember to have fun (1:36:24) Building a better product to compete in a crowded market Referenced Try Clerk: https://clerk.com/ Jobs at Clerk: https://clerk.com/careers Martin Casado’s tweet https://x.com/martin_casado/status/1558134697753841664 Try Inngest: https://www.inngest.com/ Follow Colin Twitter: https://x.com/tweetsbycolin LinkedIn: https://www.linkedin.com/in/colin-sidoti-751a219 Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Building Verkada, the $4.5B Physical Security Company | Filip Kaliszan, Founder and CEO 1:42:51
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Filip Kaliszan is the Founder & CEO of Verkada, the physical security company. Verkada started in 2016 by building the best camera for physical security teams, and has since evolved into a full suite of security products for buildings. Filip takes us inside Verkada’s rapid growth to almost a billion in annual revenue, over 2,000 employees, and raising capital from investors like Sequoia, Meritech, First Round, General Catalyst, and Next47. We get into how AI and LLMs are changing hardware, the power of customer therapy, how Filip iterated on early startup ideas, inside Verkada’s very difficult first funding round, how signing their first big customers changed the trajectory of the business, and how to think about adding new products over time. We also talk through Verkada’s commitment to in-person work in the summer of 2020, how you should evaluate joining a startup as an employee, Verkada’s “software zero” employee bonus policy, and building a rooftop bar for the office. Thanks to Numeral for supporting this episode, the end-to-end platform for sales tax and compliance. Try it here: https://bit.ly/NumeralThePeel Timestamps: (4:20) Verkada, the physical security technology company + Demo! (11:02) Building software powered hardware (12:56) LLM opportunities in cameras (15:49) Filip’s lifelong fascination with photography (17:57) Taking one year to come up with the idea for Verkada (22:27) Building his own home security system to learn the $16B market (27:14) Why hardware experimentation is cheaper and easier than you’d think (30:36) The importance of customer therapy (32:37) How to get your first customers, importance of quick time to demo (35:06) Why early fundraising was so hard (40:38) Verkada’s first big customer (42:23) How to decide what startup to join (45:45) The opportunity in “smart building tech” (50:34) How to launch new product lines (58:07) Re-architecting the security industry to be software-native (1:02:31) How hiring and managing a team changes as you scale (1:08:55) Why each team at Verkada has its own recruiters (1:14:00) Adding senior leaders to the team as you scale (1:17:06) Evolving from introverted engineer to CEO of multi-thousand person company (1:21:59) Verkada’s cool office and focus on in-person work during COVID (1:28:12) Building a rooftop bar on the office (1:32:20) Verkada’s Software Zero employee bonus program with 40x ROI (1:36:00) How Filip thinks about IPO vs staying private Referenced Verkada: https://www.verkada.com/ Open roles at Verkada: https://www.verkada.com/careers/ Follow Filip LinkedIn: https://www.linkedin.com/in/kaliszan/ Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Forage: The Trillion Dollar Opportunity in Restricted Payments | Ofek Lavian 1:13:06
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Ofek Lavian is the Co-founder and CEO of Forage, the mission driven payments company. This is a special episode, because I’m an investor in Forage, and Ofek shares everything he’s learned building the company. We go deep on food stamps, also known as EBT or SNAP, the government program that provides over $200 billion dollars per year in benefits that help 42 million low income Americans buy food. Our conversation gets into lessons from Ofek’s time leading payments teams at Uber and Instacart, building Instacart’s EBT program up to 40 employees and 10% of its total revenue, and why Ofek is so passionate about helping low income Americans. We get into the history of food stamps, market dynamics that led to low online adoption, the days Ofek thought Forage might not make it all the way to now working with the biggest players in online grocery, like Uber and DoorDash, and the long-term opportunity Forage has to build the rails the government uses to distribute trillions of dollars of restricted consumer benefits. Thanks to Numeral for supporting this episode, the end-to-end platform for sales tax and compliance. Try it here: https://bit.ly/NumeralThePeel Timestamps: (4:53) Forage: Helping 42m Americans buy food (5:24) History of food stamps & EBT (9:26) Growing up as an immigrant family with low food access (11:39) 90% of EBT recipients are elderly, disabled, or working parents (12:39) How Forage sells revenue to its customers (14:15) Building Instacart’s EBT program during COVID (18:25) Why no one built an EBT payments product (22:13) Joining Forage as a Co-founder (25:01) Why government payments are so hard (30:25) Growing 15x in six months (33:52) Underdiscussed mental health challenges of startups (37:06) How the political environment impacts EBT (43:20) Why Forage charges more than competitors (45:58) Seasonality in EBT spend (46:59) Why early investors passed on Forage (48:10) The trillion dollar opportunity in restricted payments (50:56) “ There's no single idea that has destroyed more business value on planet Earth than the idea that micromanagement is bad.” (54:45) Why Forage doesn’t care about job titles (58:51) Lessons backpacking across 28 countries after college (1:02:09) How to travel on a budget (1:04:24) Importance of health (1:06:15) Saving a friends life on Mount Everest Referenced Forage: https://www.joinforage.com/ Ofek’s viral tweet: https://x.com/OfekLavian/status/1766950034581700697 Follow Ofek Twitter: https://x.com/OfekLavian LinkedIn: https://www.linkedin.com/in/ofeklavian/ Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 How the World’s Most Active Angel Investor Operates | Ed Lando, Founder of Pareto Holdings 1:44:42
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Ed Lando is the Co-founder of Pareto, where he’s been an early investor in over 25 unicorns, started and incubated over 10 companies, and was recently named the most active angel investor in the world according to Crunchbase. We get into how Ed first got started angel investing, how he built up deal flow, why he’s historically kept a low profile, and why he hasn’t raised outside capital. We also talk concentration vs diversification, why there’s many ways to build successful companies, advice on hiring your first employees, and his playbook for incubating companies at Pareto, which is where he focuses most of his time. Timestamps: (0:00) Intro (2:51) Getting into angel investing (3:58) Debating high vs low PR strategies (8:27) How to start building deal flow when angel investing (10:00) Pareto: first investor in people leaving school or their job (12:05) Evolving from angel to fund (14:57) Why Ed didn’t raise outside capital (20:33) Concentration vs diversification (28:29) Investing in non-sexy categories (32:50) There’s no one right way to build a company (36:03) When to go against traditional wisdom (39:36) Lessons from his anti-portfolio (45:59) Ed’s close relationship with his parents( (49:04) How we’re using AI (54:04) Incubating companies (58:38) Investing beyond spreadsheets and DCF models (1:05:49) How to trust your intuition investing (1:09:47) How to move fast (1:14:24) What most people get wrong when incubating companies (1:18:40) How to hire your first employees (1:26:27) Navigating hype when building and investing 1:29:59 Venture math and the Power Law 1:35:33 How Ed and Pareto’s strategy might break 1:38:45 Differences between the US and Europe Referenced Pareto: https://pareto20.com/ Misfit Market: https://www.misfitsmarket.com/ Catalina Crunch: https://catalinacrunch.com/ Zamp: https://zamp.com/ Magnus Carlsen on Joe Rogan: https://www.youtube.com/watch?v=ybuJ_nIXwGE Follow Ed Twitter: https://x.com/edwardlando LinkedIn: https://www.linkedin.com/in/edwardlando/ Substack: https://edwardlando.substack.com/ Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Alloy’s Unconventional Path to $1.5B with Tommy Nicholas, Co-founder and CEO 1:29:54
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Tommy Nicholas is the Co-founder and CEO of Alloy, the identity and fraud prevention platform trusted by over 700 financial service companies. Our conversation explores the early days of fintech, why more consumer financial protections actually lead to more fraud, and gets into the weeds of various tactics he’s learned building a technical platform company like Alloy. We talk about embracing that the hard parts of company building are actually the best parts, why you’re most likely to give up when things first start getting better, using hands-on sales implementations in the early days to gave Alloy product market fit on steroids, how hiring changes as you scale, getting 100’s of no’s over 20 months raising their Seed round, and why TAM doesn’t matter. Thanks to Charley Ma for his help brainstorming topics for Tommy! Thanks to Numeral for supporting this episode, the end-to-end platform for sales tax and compliance. Try them here: https://bit.ly/NumeralThePeel Timestamps: (3:56) The platform to manage fraud (5:48) What fintech risk was like in the early 2010’s (14:34) Why company building never gets easier (19:30) Reasons the hard stuff is actually the good stuff (24:00) You’re most likely to give up when things start getting better (33:47) Doing hands-on sales implementation to get PMF on steroids (42:26) Deciding when PLG or hands-on sales will work best (52:33) Why more consumer financial protections leads to more fraud (58:14) 20 months to raise $2m vs $200m from a spreadsheet (1:06:32) “Make yourself look like a good investment” (1:10:14) Why TAM doesn’t matter (1:14:35) How to hire collaborative problem solvers (1:24:38) Why Alloy didn’t do much marketing early on Referenced Try Alloy: https://www.alloy.com/ Charley Ma’s Pod Episode: https://youtu.be/5cxgB1_q2lw Try Artie: https://www.artie.com/ Follow Tommy Twitter: https://x.com/tommyrva LinkedIn: https://www.linkedin.com/in/tommynicholas Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 The $750 Billion AI Opportunity in Customer Service | Mike Murchison, Co-founder and CEO of Ada 1:32:45
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Mike Murchison is the Co-founder and CEO of Ada, the AI-powered customer service automation platform. Ada’s product and scale puts Mike at the forefront at how AI is changing software and labor markets, and this conversation felt like both a glimpse into the future, and a look into the past, at a story of pure grit and determination, working seven customer service jobs at once. We talk about why management capabilities becomes even more important in AI-native companies, how customer service is changing from a cost center to a revenue driver, and how to talk to customers more as you scale. We also get into why AI is still underhyped, what truly AI native software looks like, the realities of selling enterprise AI software today, and advice for anyone building an AI agent from scratch. Thanks to Boris Wertz and Fahd Ananta for their help brainstorming topics for Mike! Timestamps: (00:00) Intro (03:49) Making customer service extraordinary for everyone (05:44) Management becomes more important in AI-first companies (12:13) From customer inquiry to solution in production, fully autonomously (16:01) Why companies talk to customers less as they grow (20:36) Creating new products from customer service data (22:45) Broken incentives in customer service (26:10) Working 7 customer service agent jobs at once for a year (37:19) Why pivoting to Ada felt like failure (46:11) How Mike would build an AI agent from scratch today (49:15) Ways AI will change how we build and manage companies (56:44) Why the best managers are great users of AI (1:00:27) How the top 1% of people are using LLMs (1:06:22) Realities of selling enterprise AI software today (1:11:02) Building a sales team from scratch (1:15:21) Reflecting on Ada’s scale + doubling the last six months (1:16:41) Biggest software category of all-time ($750B) (1:19:51) Why AI is still under hyped (1:21:01) Ego is the biggest inhibitor to AI adoption (1:23:33) How AI will fuel explosion of creativity and productivity (1:25:20) Large companies will benefit the most from AI (1:27:41) Multi-modal language models and autonomous (computers Referenced Try Ada: https://www.ada.cx/ Follow Mike Twitter: https://twitter.com/mimurchison LinkedIn: https://www.linkedin.com/in/mikemurchison Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Why Founders are Moving to Chattanooga, Tennessee to Lock-in | Cam Doody at Brickyard 1:45:47
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Cam Doody is the Co-founder and General Partner of Brickyard, the venture capital firm moving founders to Chattanooga, Tennessee to lock-in with no distractions until they find product market fit. Brickyard is one of the most unique venture firms you’ll ever come across, and we get into how it how it was inspired by a 16x fund based in Chattanooga, why Cam and his co-founders started it during ZIRP, and why they hope everyone copies their model. We also get into Cam’s startup Bellhops, which he started in 2011 and has since grown into the third largest moving company in the US. We talk running a local services business, why 5-star review systems don’t work, and how U-Haul almost killed Bellhops overnight back in 2016. Thanks to Nader Khalil, Matt Harb, Austin Beveridge, and Spencer Levitt for their help brainstorming topics for Cam! Timestamps: (0:00) Intro (03:33) Chattanooga: Dirty manufacturing city to high tech (05:23) Brickyard’s precursor, the Lamp Post Group (a 16x fund) (09:46) How ZIRP screwed up early stage investing (13:49) What is Brickayrd? (21:14) Getting Brickyard off the ground in 2021 (26:25) 100+ year old rug warehouse + maintenance nightmares (33:13) Cam wants everyone to copy Brickyard (36:31) Why economic development startup programs don’t work (38:59) YC teams doing Brickyard to escape the Trough of Sorrow (44:07) How Brickyard companies raise Series As (46:10) Nvidia acquiring Brev (52:18) How to deal with a co-founder breakup (55:45) Starting Bellhop to build a better moving company (1:02:27) How U-Haul almost killed them overnight (1:06:54) Marketing tactics for a local services business (1:12:05) Why 5-star review systems don’t work (1:18:16) How Cam’s view of VC’s changed after becoming one (1:20:37) Ways VC’s actually add value (1:25:05) The thesis for Bitcoin (1:39:21) Cam’s annual remote desert island vacation Referenced Check out Brickyard: https://www.justlaybrick.com/ The Trough of Sorrow: https://andrewchen.com/after-the-techcrunch-bump-life-in-the-trough-of-sorrow/ Bellhops: https://www.getbellhops.com/ Follow Cam Twitter: https://www.twitter.com/camdoody LinkedIn: https://www.linkedin.com/in/cam-doody-b489a124 Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Zero to $20m ARR in Two Months: Inside Bolt’s 7-Year Journey to Overnight Success | Eric Simons, Co-founder & CEO 1:52:57
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Eric Simons is the Co-founder and CEO of StackBlitz, best known for its breakout product Bolt, letting anyone build full stack apps from text, in the browser. Bolt launched in October of 2024, quickly growing from zero to a $20 million revenue run rate in two months, making it one of the fastest growing products ever. But Eric will be the first to tell you it wasn’t an overnight success - the product didn’t even work the first time they tried building it. We go behind the scenes of the seven year journey building the tech that eventually led to Bolt, how to avoid distractions, being capital efficient, living in a frat house for $100/month, and squatting in AOL’s headquarters for $1/day when he was 19. Eric also takes us inside the weeks after Bolt’s viral launch, figuring out a new business model on the fly, his strategy for fundraising and PR, why you should open source your code, Bolt’s playbook for building a community around the product that enabled their viral launch, and how AI is changing software forever. Timestamps: (0:00) Intro (2:24) Building full stack apps from text, in your browser (4:19) Running an operating system in the browser (11:48) Why Bolt failed the first time, almost shutting down the company last summer (20:18) How Bolt went viral from one tweet (28:33) Differences between ChatGPT, Claude, Cursor (39:38) Why AI code gen changes the software world order (42:01) What happened inside Bolt going from zero to $20m ARR in two months (47:32) Not sharing fundraises publicly + his PR strategy (58:57) Why the team never gave up for seven years (1:01:07) Living in a frat house for $100/month (1:04:07) How to be capital efficient (1:09:00) Living on $1/day in AOL’s HQ when he was 19 (1:14:01) Inside Bolt’s Series B (1:21:03) Bolt’s hiring and product roadmap (1:32:58) Creating a new inference-based AI business model (1:38:07) Eric's playbook for building a community of users (1:44:05) Why you should open source your code Referenced Try Bolt: https://bolt.new/ Bolt on X: https://x.com/boltdotnew Check out Webcontainers: https://webcontainers.io/ $0 to $4m ARR case study with Anthropic: https://www.anthropic.com/customers/stackblitz Bolt’s open source code: https://www.bolt.diy/ Bolt / StackBlitz is hiring! https://stackblitz.com/careers Eric’s favorite cafe, The Lighthouse SF: https://thelighthousessf.com/ Lady Gaga’s “one person” montage: https://www.youtube.com/watch?v=iRxsX_30tjs Living inside AOL HQ at 19 years old: https://www.cnet.com/tech/tech-industry/meet-the-tireless-entrepreneur-who-squatted-at-aol/ Bloomberg coverage of StackBlitz Series B: https://www.bloomberg.com/news/articles/2025-01-21/ai-speech-to-code-startup-stackblitz-is-in-talks-for-a-700-million-valuation?embedded-checkout=true Joel Spolsky’s blog: https://www.joelonsoftware.com/ Follow Eric Twitter: https://x.com/ericsimons40 LinkedIn: https://www.linkedin.com/in/eric-simons-a464a664/ Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Rick Zullo on Building Equal Ventures, Why Traction is Overrated, Advice for Emerging Managers 1:39:31
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Rick Zullo is the Founder of Equal Ventures. Our conversation gets into Equal’s unique approach to venture capital, thinking more like public market and private equity investors, and why they also think traction is overrated at Seed. We talk through Equal’s thesis-driven model, employing a team of product owners, only investing in only 3 to 5 themes at once, and Rick’s admiration of Charlie Munger. We also talk AI - who will benefit the most, what he does and doesn’t like in terms of investing in the space, why venture capital is not really venture capital anymore, and why it sucks to be a Seed investor right now. Rick also runs the Emerging Manager Circle, a group for emerging fund managers. We get into the origin story of the group, his own struggles raising his first fund, and why talent is leaving the mega funds. Timestamps: (00:00) Intro (03:38) Why venture capital isn’t venture capital anymore (11:33) How founders should approach raising a Seed round (14:13) The realities of downrounds (15:55) Rick’s favorite founders that raised little capital (18:54) Biggest fundraising mistake founders make (21:21) Why we need to stop funding AI companies (28:34) How AI will benefit private equity the most (33:30) Three levels of opportunity in AI right now (38:36) Why traction is overrated at Seed (41:38) Investing in businesses with compounding returns on capital (52:07) VC lessons from PE firms (56:24) Why Seed investing sucks right now (1:04:15) The beauty of small exits (1:12:52) How failing to start a fund in college led to Equal Ventures (1:20:06) The struggle raising Equal’s $55m Fund 1 (1:23:23) Why the best talent is leaving mega VC firms (1:30:16) The Emerging Managers Circle Referenced * Equal Ventures: https://www.equal.vc/ * EMC Summit: https://www.emcsummit.com/ Follow Rick Twitter: https://x.com/Rick_Zullo LinkedIn: https://www.linkedin.com/in/rickzullo/ Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Illegal Immigrant to $160m Fund 1: Inside Villi Iltchev’s Journey Building Category Ventures 1:49:19
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Villi Iltchev is the founder of Category Ventures, where he invests early in enterprise software startups. And he’s done it longer than almost anyone, building Salesforce’s corporate venture arm and investing early in companies like Airtable, Zapier, GitLab, Remote, Hubspot, Gusto, and Box. Fresh off raising his $160m Fund 1, we get into the opportunity he saw to start Category, and how San Francisco and Silicon Valley have changed over the past 30 years. He also shares his story growing up as an illegal immigrant in Greece, moving to the US by himself in high school, the biggest mistake of his career, advice for founders selling their company, why unit economics and profitability always matters, how developer tools went from terrible to amazing businesses, the mistake that almost killed GitLab after he invested, and why you should raise your seed round from a seed fund. Timestamps: (00:00) Intro (03:22) Illegally immigrating from Bulgaria to Greece (05:14) Moving to the US by himself in high school (13:15) Moving to SF in the Dot Com Bubble (15:49) How SF changed over the last 25 years (22:27) Why HP fell from the top of Silicon Valley (25:36) Building Salesforce’s corporate VC arm (30:29) Why SaaS was so transformative (34:35) Angel investing in Airtable (39:52) The biggest mistake of his career (42:13) Why unit economics always matter (47:20) Biggest mistake when selling a tech company (49:00) Almost starting a software PE firm and landing in VC (55:45) Lessons from August Capital + Evolution of venture (59:22) Early days of dev tools + Investing in GitLab (1:09:50) Why being contrarian is dumb (1:11:45) How GitLab almost died and emerged stronger (1:16:48) Villi’s journey to starting Category (1:25:22) Category’s thesis (1:30:48) Why startups always come in batches (1:31:57) The importance of track record in venture (1:35:32) Deciding a $160m fund size (1:39:26) Why you should raise seed rounds from seed firms (1:43:40) What Villi looks for in a startup Referenced Category VC: https://www.categoryvc.com/ Category’s $160m Fund 1: https://www.forbes.com/sites/alexkonrad/2024/12/17/villi-iltchev-raises-160-million-debut-fund-category/ Aaron Levie (Box) on The Peel: https://youtu.be/cLn_tqPvNf4 GitLab’s Recovery Stream: https://www.youtube.com/watch?v=v0TRHLvYGE0 Guy Podjarny (Snyk) on The Peel: https://youtu.be/BzKlZ_v4uCw Why SaaS won’t consolidate: https://medium.com/@villispeaks/why-saas-consolidation-is-not-happening-2b9b722e0250 Follow Villi Twitter: https://x.com/villi LinkedIn: https://www.linkedin.com/in/villi04/ Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Govtech + Drones Crash Course, Lessons From 2 Exits | Rahul Sidhu 1:28:52
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Rahul Sidhu is the co-founder of SPIDRTech and Aerodome, two companies in the public safety space. He’s sold both of them, and our conversation unpacks all the lessons he learned, what he did differently with his second company Aerodome, and why he sold only 17 months after starting it. If you tuned into last week’s episode, Paul told us to never talk to the cops. Rahul gives us the other side of the story, sharing his playbook for selling to police, the government, how he met Nikita Bier in high school, and why he’s still bullish on drones, robotics, and AI in the physical world. Timestamps: (00:00) Intro (04:07) What its like testifying to Congress (08:06) Why 90% of what he knew about police was wrong (13:15) How to sell to police departments (15:24) His first business selling WoW accounts (19:00) Meeting Nikita Bier in high school (21:29) Starting SPIDRTech to improve police + community relationships (27:45) Two biggest mistakes building SPIDR (31:47) How startups break down when scaling (34:19) Selling SPIDR instead of raising a Series B (40:12) Why Aerodome was so much easier to start (42:55) Why Rahul loves unsexy markets with founder market fit (46:03) Starting Aerodome, drones as first responders (53:39) Building a capital efficient hardware startup (56:46) How regulatory changes made an opening for Aerodome (01:00:13) Inside Aerodome’s Series A (01:03:57) Selling Aerodome to Flock Safety within 17 months (01:09:31) Saying “would I work for this team?” when getting acquired (01:14:35) Seeing a homeless guy in an Aerodome shirt (01:17:02) The massive Robotics + AI opportunity this decade (01:21:42) What’s really happening with drones in New Jersey Referenced: SPIDRTech: https://www.spidrtech.com Aerodome: https://www.aerodome.com/ Nikita Bier’s Ted Talk: https://www.youtube.com/watch?v=k9QTVII_lkg Follow Rahul: Twitter: https://x.com/rahoolsidoo LinkedIn: https://www.linkedin.com/in/rahulsidhu/ Follow Turner: Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Infrastructure for AI Browsers with Paul Klein, Founder + CEO of 🅱️ Browserbase 1:53:13
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Paul Klein is the Founder and CEO of Browserbase, building infrastructure for AI browsers. Our conversation gets into the future of software and AI agents, why authentication is a huge problem in AI, how the best infrastructure companies become product companies, and the memo he wrote that convinced him to start Browserbase despite not wanting to build another company. A year ago, Paul was a relatively unknown commodity, and definitely did not want to raise venture capital again. He shares the playbook he used to go from zero to raising $27 million in nine months “as a non-famous person” (his words). He shares all his lessons learned in the arena as he’s processing them, like what he thinks will unlock better AI agents, why you should like your own tweets, and how Browserbase competes with incumbents. Timestamps: (00:00) Intro (02:39) How LLMs unlock automation online (08:34) The future of software (AI agents) (11:21) Why AI agents need better authentication (12:59) Lessons from Twilio on building an infrastructure company (17:27) Learnings from his first startup (19:56) Bubbles, and how they drive innovation (20:37) Reasons this moment in AI is special (29:58) Why technical founders love post-PMF (31:55) The memo that started Browserbase (34:09) Why a startup should be a means of last resort (36:53) Being a solo founder (42:24) Importance of in-person culture (45:56) The best place to find engineers (48:34) How Paul hired a contractor army to build Browserbase (50:16) Why you can’t hire mercenaries (54:28) The power of emojis in marketing (57:39) Browserbase's early growth playbook (3 videos) (01:04:00) Benefits of sharing an office with other startups (01:06:00) Sales lessons from his parents (01:08:07) Why startups are like video games (01:13:43) Successful founders work the hardest and are shameless (01:18:44) Customer support is a startups greatest differentiator (01:22:06) Paul’s playbook that raised $27m in nine months as a non-famous person (01:29:03) How investors make decisions (01:33:10) Risks help startups avoid competition (01:36:37) Great infrastructure needs its own frameworks (01:39:05) Long-term thinking in LLMs will enable mass AI agents (01:42:21) Avoiding tech debt with AI moving so fast (01:43:48) Infrastructure companies need to become product companies (01:46:54) The Sine Wave philosophy to startups Referenced: Browserbase: https://www.browserbase.com/ An Internet Browser for AI: https://memos.hawkhill.ventures/p/an-internet-browser-for-ai Rise of the Product Engineer: https://memos.hawkhill.ventures/p/rise-of-the-product-engineer Death to the Backend: https://memos.hawkhill.ventures/p/death-to-the-backend The three Browserbase marketing videos Pre-Seed: https://x.com/pk_iv/status/1775183751800377344 Seed: https://x.com/pk_iv/status/1798731220005883935 Series A: https://x.com/pk_iv/status/1851270308701106383 Follow Paul: Twitter: https://x.com/pk_iv LinkedIn: https://www.linkedin.com/in/paulkleiniv/ Follow Turner: Twitter: https://x.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Robinhood Co-founder Baiju Bhatt on the Journey to $40B, Building Space Solar Power with Lasers 1:17:59
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You’re probably familiar with Baiju Bhatt’s work as the co-founder of Robinhood. But he’s also obsessed with space, and recently started Aetherflux, a space solar power company. We get into the physics of using lasers to beam solar power to the Earth, Aetherflux’s early roadmap, and how he went from zero to one going from building software to physical products. We also talk through the early days of Robinhood, getting turned down by hundreds of early investors, the accidental launch, how to know if you really have product market fit, how Aaron Levie at Box helped get Robinhood.com, the value of creativity and design, Baiju’s philosophies on combining qualitative and quantitative user research, and his favorite animal and classic car. He also tried to cut my hair. Timestamps: (00:00) Intro (02:31) Aetherflux: a space solar energy company (02:50) Origins of space solar power in the 40's & 70's (10:31) Safely beaming energy from space to Earth with lasers (13:46) Building floating space solar farms (21:27) Aetherflux's early roadmap (27:08) Growing up with dad as a Physics professor (32:18) Going zero to one building physical products (35:15) Baiju's favorite car, attempting a haircut, contemplating mustaches (38:27) Trying to prove Einstein wrong (41:42) Meeting Robinhood Co-founder Vlad at Stanford (44:10) Starting an algorithmic trading company (46:41) The beginnings of Robinhood (52:04) Getting turned down by hundreds of early investors (56:49) How they convinced Tim Draper to invest (59:39) Getting Robinhood.com because of Aaron Levie (01:01:28) Accidentally launching on a Friday afternoon (01:03:09) How to know if you have Product Market Fit (01:06:35) Combining qualitative and quantitative user research (01:14:23) Loving cats despite being allergic Referenced: Robinhood: https://www.robinhood.com Aetherflux: https://www.aetherflux.com/ TechCrunch coverage: https://techcrunch.com/2024/10/09/billionaire-robinhood-co-founder-launches-aetherflux-a-space-based-solar-power-startup/ Seinfeld mustache scene: https://www.youtube.com/watch?v=DzZsLaLChRg The Michelson–Morley experiment: https://en.wikipedia.org/wiki/Michelson%E2%80%93Morley_experiment Episode with Aaron Levie @ Box: https://www.youtube.com/watch?v=cLn_tqPvNf4 Follow Baiju: X/Twitter: https://x.com/BaijuBhatt LinkedIn: https://www.linkedin.com/in/bprafulkumar Follow Turner: X/Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Sheel Mohnot on All Things Fintech, Starting Better Tomorrow Ventures 1:32:10
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Sheel Mohnot is the Co-founder of Better Tomorrow Ventures, an early stage fintech focused fund leading rounds in pre-seed and seed-stage companies. Our conversation weaves through Sheel’s two decades of building and investing in fintech, starting BTV, and why they started a fintech-focused accelerator, The Mint. Fun facts on Sheel, he was a contestant on the Zoom Bachelor during COVID lockdowns, in a Justin Bieber music video, got married in the Taco Bell Metaverse, and was once banned from Uber. We talk lessons competing against Stripe before selling his first company, common fintech startup pitfalls, and the trick every VC should use when fundraising. Timestamps: (00:00) Intro (03:13) Why fintech makes disproportionate positive change (07:49) Most interesting opportunities in fintech today (09:09) The accountant shortage (12:59) Common early fintech startup pitfalls (16:09) Building Fee Fighters to cut payment processing fees (21:15) Lessons competing with Stripe (21:57) Getting acquired by Groupon and adding $600m in market cap (25:11) Biggest first-time startup mistakes (29:21) Getting $10k in Uber credit via paid Google ads (32:13) Investing in Flexport (36:19) Navigating hot vs underhyped rounds (43:39) Sheel’s domain auction company (53:18) How he started angel investing (54:57) Spotify acquiring his podcast “The Pitch” (59:55) Why accelerators succeed and fail (01:06:07) The Mint, BTV’s fintech-focused accelerator (01:09:56) Camp BTV in the Santa Cruz Mountains (01:11:41) Early days of NerdWallet (01:14:55) Raising $75m BTV Fund 1 with Jake to fill a gap in the market (01:18:36) Understanding Fund of Funds incentives (01:22:15) References in VC fundraising (01:24:02) $150m BTV Fund 2 (01:27:13) Importance of following-on when leading rounds Referenced: BTV: https://www.btv.vc/ The Mint: https://www.themint.vc/ Fee Fighters: https://techcrunch.com/2011/09/23/feefighters-launches-payment-gateway-samurai/ Follow Sheel: Twitter: https://x.com/pitdesi LinkedIn: https://www.linkedin.com/in/smohnot/ Follow Turner: Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Life360's 17-Year Journey to $3B | Chris Hulls, Founder and CEO 1:21:21
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Chris Hulls is the co-founder and CEO of Life360, the social network for families. At the time of recording, its the 15th largest app in the US, with over $330 million in annual revenue, and valued at over $3 billion in the public markets. We go inside the two decade journey building Life360, competing against Sam Altman and Woz, almost getting cancelled on TikTok, and going public twice - first in Australia, then again in the US. Timestamps: (00:00) Intro (02:04) Why CEO’s are getting more authentic (04:59) Building a social network for family (08:14) Starting Life360 after Hurricane Katrina (12:23) $30k from mom and a professor (13:52) $300k grant from Google (16:13) Launching on the first Android phones (18:20) Competing against Sam Altman, Steve Wozniak (19:06) “If we trusted the data, we would’ve shut down” (24:22) Why doubters lead to less competition (25:49) Fundraising in an unsexy market (32:21) Almost getting cancelled on TikTok (41:42) Building a contextual advertising business (48:36) Acquiring Tile, launching hardware products (52:41) Defeating patent trolls (57:22) IPO’ing in Australia and the US (01:01:00) Why its hard to go public below a certain size (01:07:50) 70% drop in downloads during COVID (01:10:03) Get to know your competitors (01:15:05) Lean Startup philosophy went too far Referenced: Try Life360: https://www.life360.com/ Wheels of Zeus: https://en.wikipedia.org/wiki/Wheels_of_Zeus Chris’ TikTok journey: https://www.entrepreneur.com/leadership/how-life360s-founder-dealt-with-teens-mocking-him-on-tiktok/457879 Chris’ TikTok: https://www.tiktok.com/@life360ceo Follow Chris: Twitter: https://x.com/ChrisHulls LinkedIn: https://www.linkedin.com/in/chrishulls/ Follow Turner: Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Unlocking AGI With Visual AI Agents | Joseph Nelson, Roboflow 1:57:42
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Joseph Nelson is the Co-founder and CEO of Roboflow, making the world programmable by building computer vision tools for developers and enterprises. We talk about how computer vision creates a new paradigm to program the world, and how visual AI is the missing piece of AGI. Joseph also shares multiple live product examples, how computer vision unlocks new data sources, lessons from Stripe and Palantir, building business models in developer tools, his experience working with David Sacks, and developer marketing tactics and how Roboflow consistently gets to the front page of Hacker News. Timestamps: (00:00) Intro (03:34) Computer vision is the missing piece for AGI (05:59) Vision as a new paradigm to collect data (10:55) Live examples of computer vision (13:45) How a Magic Sudoku solver app led to Roboflow (18:13) Using computer vision for automation (24:49) Computer vision in sports (27:02) How vision unlocks new data sources (28:24) Inside developer tool business models (33:32) The "Collison Install" and hands-on customer service (36:45) When to adopt Palantir's Forward Deployed Engineers (43:44) Why AI companies need to combine PLG and enterprise sales (50:12) Advice on developer marketing (52:30) Roboflow's greatest hits on Hacker News (01:02:19) Benefits of David Sacks as AI & Crypto Czar (01:05:32) Why all new technology has bad actors (01:07:07) Why over-regulation holds back innovation (01:12:01) How to get on the front page of Hacker News (01:19:43) Multi modality, time recognition, and agentic vision (01:28:36) Image-to-image prompting (01:30:42) Growing up in Iowa (01:32:20) Making TI-84 calculator games in high school (01:36:32) Pioneer: hunger games for startups (01:40:16) Why Roboflow does weekly Ship Lists + Ship and Tell (01:42:46) Hiring former founders and "full stack people" (01:45:16) Designing a bottoms-up organization while scaling (01:50:35) Why candidates build with Roboflow in hiring process (01:55:08) Hiring someone to help with the podcast Referenced: Robowflow: https://roboflow.com/ Roboflow Universe: https://universe.roboflow.com/ Paint.wtf: https://paint.wtf/ Roboflows NeurIPS Presentations: https://blog.roboflow.com/neurips-2023-papers-highlights/ Careers at Roboflow: https://roboflow.com/careers Follow Joseph: Twitter: https://x.com/josephofiowa/ LinkedIn: https://www.linkedin.com/in/josephofiowa Follow Turner: Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 How Morning Brew Grew to 6 Million Subscribers and $70 Million Revenue in Six Years | Austin Rief, Co-founder & CEO 1:13:03
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Austin Rief is the Co-founder & CEO of Morning Brew, building the Wall Street Journal for the next generation. They started the company in 2017, and grew it to 6 million subscribers and $70 million in revenue in six years. We talk through the journey starting Morning Brew with Co-founder Alex Lieberman while students at the University of Michigan, and Austin's playbook for starting a new media company from scratch today. We get into the creator economy, early stage investing, ad based business models, being the first advertiser on Instagram Stories, advice for hiring, and his secret for sourcing remote talent in Sri Lanka. Timestamps: (00:00) Intro (03:42) How to start a media company from scratch today (13:01) Future of the creator economy is niche products (14:42) Opportunity in B2B media today (17:05) Reflecting on investing during ZIRP (21:30) Why its starting to feel like 2021 again (23:16) Talking VC portfolio math (27:09) Starting Morning Brew with Wall Street interview prep (33:35) Being so dumb that they never pivoted from being a newsletter (35:29) How newsletter business models works (38:32) Morning Brew’s first viral Instagram post (40:37) Acquiring subscribers for two cents on Instagram Stories (42:29) Nik Sharma’s poor mans paid ads strategy (44:32) Landing Discover as their first big sponsor (46:06) How agencies and ad buying works (49:49) Why sales roles are so hard to hire for (53:04) Importance of offsheet references (57:43) Sourcing talent in Sri Lanka with Oceans (01:04:23) Austin and Alex’s unique co-founder dynamics (01:07:16) Dental plans, rotisserie chickens, and company laptops (01:10:00) Building WSJ for the next generation Referenced: Morning Brew: https://www.morningbrew.com Try Oceans: https://www.oceanstalent.com/ Kevin Espiritu episode: https://www.youtube.com/watch?v=FefGL-qPzDo Craig Fuller episode: https://www.youtube.com/watch?v=oPPqO8eBq2M Forbes article: https://www.forbes.com/sites/hayleycuccinello/2019/02/07/morning-brew/ Follow Austin: Twitter: https://x.com/austin_rief LinkedIn: https://www.linkedin.com/in/austin-rief/ Newsletter: https://www.theaustinbrief.com/ Follow Turner: Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 The Startup Teaching 2-Year Olds to Read | Niels Hoven, Mentava 1:45:58
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Niels Hoven is the founder of Mentava, building software to accelerate kids’ education, starting with teaching two year old’s to read. We talk about how public education isn’t designed for ambitious kids, the power of hater marketing, product design from zero to one, how too much data leads to Frankenstein products, Seed stage fundraising advice, parenting hacks, why AI won’t have a big impact on education, and the future of elite higher ed. For full show notes, visit: https://highlightai.com/share/0a0869a7-c345-4974-ba2b-726bacf7a534 Timestamps: (00:00) Intro (03:49) Why schools don’t challenge overachievers (11:58) How a hater made Mentava go viral (18:14) The secret that teaches little kids to read (24:22) How people actually learn to read (27:35) 2/3 of 4th graders can’t read proficiently (29:29) The downfall of one-size fits all education (33:44) How California almost banned middle school algebra (40:41) SF’s lottery system and how it impacts low income families (42:41) How COVID changed education (47:41) Early prototypes and going all-in on Mentava (50:56) Best practices from gaming in education (55:10) Raising a party round from lots of angels (01:03:03) Designing business models in education (01:13:19) Being pro-tech + anti-screens for kids (01:18:04) Top parenting hacks (01:22:53) How data-driven product design leads to Frankenstein products (01:25:34) Why gaming’s the best industry to learn how to build product (01:27:46) The trick Niels used to find startup ideas for 20 years (01:31:03) Why AI won’t be that impactful in education (01:36:28) What happens to elite higher education over the next decade (01:43:15) Admiring Stripe Referenced: Mentava: https://www.mentava.com/ Ryan Delk podcast episode: https://open.spotify.com/show/3QqtxGHqsPnKTG4CS7NgX5 | https://youtu.be/GTfsMEOIIxQ How Neils raised Mentava’s Seed round: https://www.mentava.com/blog/how-i-got-50-high-profile-angel-investors-to-join-our-seed-round Mentava’s Alphabet Book: https://www.mentava.com/alphabet-sounds-book | https://www.amazon.com/Mentavas-Alphabet-Sounds-Niels-Hoven/dp/B0DKTQ9FW4 Follow Niels: X / Twitter: https://x.com/NielsHoven LinkedIn: https://www.linkedin.com/in/nielshoven Follow Turner: Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 How Nextdoor Grew to 100M Neighbors + Why Founding CEO Nirav Tolia Returned Six Years Later 1:20:19
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Nirav Tolia is the co-founder and two-time CEO of Nextdoor. He started the company in 2011, stepped down as CEO in 2018, watched the company go public in 2021, and re-joined as CEO the summer of 2024. He also founded Epinions which IPO’d in 2004, and before that was an early employee at Yahoo. We go inside the decision to re-join the company after he thought he’d never come back, and how Nextdoor’s trying to act like a startup while running a public company. He also takes us back to the very early days of Nextdoor, the deliberate product decisions that made growth hard but led to 100M+ neighbors on the platform, the lessons learned operating his first company through the Dot Com Bubble, and what it was like being a guest shark on Shark Tank. For full show notes, visit: https://highlightai.com/share/d7bcd655-9b2f-47f7-a6e3-fdf3e109c97e Recommended Podcast: 🎙️Unpack Pricing Dive into the dark arts of SaaS pricing with Metronome CEO Scott Woody and tech leaders. Learn how strategic pricing drives explosive revenue growth in today's biggest companies like Snowflake, Cockroach Labs, Dropbox and more. Apple: https://podcasts.apple.com/us/podcast/id1765716600 Spotify: https://open.spotify.com/show/38DK3W1Fq1xxQalhDSueFg Timestamps: (00:00) Intro (02:39) Leaving Nextdoor in 2018 (07:30) Coming back in 2024 (10:31) The importance of family in career decisions (17:37) Why you have to listen to learn (24:47) The Founders Mentality (26:45) “Develop and Deliver” (32:03) Local, the last remaining consumer opportunity (36:58) Why being a founder is so hard (39:21) Going to the high school from Friday Night Lights (42:07) What Nirav learned at Stanford (46:22) Working at Yahoo from $500m to $100B (49:37) Starting Epinions with Naval in 1999 (51:11) Operating through the Dot Com Bubble (56:34) How Bill Gurley’s challenge led to Nextdoor (58:16) Early product experimentation (01:05:19) Why early growth was so hard, and scaling to 100 million neighbors (01:10:10) The opportunity in local news (01:12:14) Being a Shark on Shark Tank Referenced: Nextdoor: https://nextdoor.com/ The Founder’s Mentality: https://www.amazon.com/Founders-Mentality-Overcome-Predictable-Crises/dp/1633691160 Follow Nirav: Twitter: https://x.com/niravtolia LinkedIn: https://www.linkedin.com/in/niravtolia Follow Turner: Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to get new episodes + transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Recruiting From Zero to One with Nakul Mandan, Co-founder of Audacious Ventures 1:46:21
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Nakul Mandan is the founder of Audacious Ventures. Prior to Audacious, he was a partner at Lightspeed, joining from Battery, which he joined in ‘09 in the middle of the financial crisis while living in India. This conversation explores his journey immigrating to Silicon Valley and building an early stage venture firm from the ground up. We get into why most VCs aren’t helpful with recruiting at the zero to one stage, his thesis on starting an early stage venture firm to help founders hire A+ teams, a crash course on early stage recruiting and building a sales team, and how COVID hit right after he left Lightspeed to raise Audacious Fund 1. Timestamps: (00:00) Intro (03:43) Evolution of VC platform teams (09:53) How Audacious runs in-house recruiting processes (15:16) The reason large firms can’t help with Seed stage recruiting (17:06) Immigrating from India to the US mid-financial crisis (21:59) Silicon Valley's secret weapon (25:59) The opportunity to start a recruiting-focused Seed firm (30:14) Raising Audacious $90m Fund 1 in April of 2020 (36:58) The new guard of Seed firms (39:23) Why $50-75m is the minimum viable institutional fund size (41:48) How to work with the best founders (45:30) Navigating deal dynamics, term sheets, and valuations (52:24) The two hardest parts about starting your own fund (54:32) Lessons applied raising Audacious $125m Fund 2 in 2023 (58:46) Evolving from a PMF-first to Founder-first investor (01:02:09) Five traits of force of nature founders (01:07:05) How to build an A+ team (01:11:46) The importance of backchanneling (01:13:54) Why everyone thinks they’re a good people reader (01:14:35) Two most common mistakes in recruiting (01:20:59) Determining urgency of a customer’s problem (01:22:55) Hiring and scaling your first sales team (01:25:55) Why marketing is the hardest role to hire for (01:31:59) What good sales people look like (01:35:43) How to move up market + how to do pilots (01:43:40) Why Nakul admires Rafael Nadal Referenced: Audacious: https://www.audacious.co/ Nakul’s immigration journey: https://www.nakulmandan.com/blog/2024/an-immigrant-living-the-american-dream Force of nature founders: https://www.nakulmandan.com/blog/2024/traits-i-look-for-in-founders Early GTM hiring: https://www.nakulmandan.com/blog/2023/initial-gtm-hiring-for-saas-startups Follow Nakul: Twitter: https://x.com/nakul LinkedIn: https://www.linkedin.com/in/nakulmandan Follow Turner: Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak/ Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it…
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The Peel with Turner Novak

1 Inside Rent the Runway’s Early Days and the Future of Commerce with Co-founder Jenny Fleiss 1:04:45
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Jenny Fleiss is the Co-founder of Rent the Runway, and more recently started Roll Rider with her three kids. We get into the early insights that led to Rent the Runway, building the company with no fashion or tech background, fundraising advice, what she’s thinking about the future of AI and commerce, and the latest company she’s building with her kids, Roll Rider. For full show notes, visit: https://highlightai.com/share/9bc59c07-05ab-41aa-b37e-f35a7c92092d Timestamps: (00:00) Intro (05:31) How social media was Rent the Runway’s first tailwind (07:21) Being early to sustainable fashion (09:21) Starting the company at HBS in 2008 (12:36) Launching with no fashion or tech background (14:49) The three biggest early surprises (18:44) Using “show don’t tell” to fundraise (20:06) Why customer social proof was so important (23:04) Spending only 10% of revenue on marketing (25:12) Getting the NYT to cover their launch (29:43) Early mistakes (31:29) Re-building the product a few weeks before launch (33:11) Why building their own logistics was so important (38:59) Subscriptions, retail, and other key product decisions (45:15) How the internet makes it harder to shop (49:30) Building conversational commerce at Walmart (53:48) Lessons from starting a company with her kids (58:38) Favorite startups in AI and commerce Referenced: Rent the Runway: https://www.renttherunway.com/ NYT’s Launch Coverage: https://www.nytimes.com/2009/11/09/technology/09runway.html Check out Roll Rider: https://rollrider.com/ Use code TURNER15 for 15% off Follow Jenny: Twitter: https://x.com/Jenny_RTR LinkedIn: https://www.linkedin.com/in/jennifer-fleiss-18577314 Follow Turner: Twitter: https://x.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Startup Marketing Masterclass: How OpenPhone Grew to 100k Customers | Daryna Kulya 1:36:58
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Daryna Kulya is the Co-founder of OpenPhone, the world’s best business phone This episode is a masterclass on startup marketing, chronicling the first six years of OpenPhone, how they acquired their first customers, and inside all the different channels they used to scale the business to over 100k customers, including FB Groups, Reddit, SEO, and cold outbound. We also get into why founder-led content is so important today, and why design is a crucial core competency. For full show notes, visit: https://highlightai.com/share/28b95226-9936-4ae9-882d-6c68a1b578d5 Timestamps: (00:00) Intro (02:10) OpenPhone’s new API launch (06:41) Why a better business phone is a big deal (13:18) Immigrating from Ukraine to the US and building OpenPhone (15:39) Hacking a custom business phone (25:29) How OpenPhone got its first customers from Facebook Groups (33:02) Tricks for unlocking word of mouth (39:11) Transitioning from free to paid users (43:05) How OpenPhone cracked word of mouth on Reddit (46:29) OpenPhone’s YC experience (49:01) Why the Seed round was hard to raise (53:49) Using Slack to aggregate all customer feedback across the internet (57:38) How YC helped redefine their ICP (01:01:33) Tactics for sending cold emails (01:06:24) How to get and benefit from press (01:12:18) Daryna’s “behind the scenes” approach to founder-led content (01:16:26) Using long-tail keywords to kickstart an SEO strategy in 2020 (01:23:05) When to do founder-led content vs SEO (01:28:38) How your customers should pull you up-market (01:30:18) Why OpenPhone cares about design Referenced: OpenPhone: https://openphone.com/ Ahrefs: https://ahrefs.com/ Follow Daryna: Twitter: https://twitter.com/darynakulya LinkedIn: https://www.linkedin.com/in/darynakulya Follow Turner: Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Beating the Market 15 Years in a Row, Lessons from Jeff Bezos | Lisa Rapuano 1:53:06
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Lisa Rapuano outperformed the market 15 years in a row in the 90’s and 2000’s. We go deep on how she did it, including early investments in AOL, Dell, and owning 24% of Amazon in 2002. She shares what she learned from Jeff Bezos and Michael Dell, what makes a good investor, plus her experience as a startup CFO and how it influenced how she thinks about investing. For full show notes, visit: https://highlightai.com/share/883f2cc9-9771-4331-9a42-6ae236f50344 Timestamps: (00:00) Intro (03:18) Growing up middle class while dad worked at NASA (12:31) Moving to Baltimore to work for Bill Miller (18:12) What Lisa learned from Bill (19:41) How value investing changed over the last 30 years (26:40) Investing in internet stocks in the 90’s and 00’s (29:50) Thinking a 13x win on AOL in 1996 would be the biggest of her career (37:33) Teaching Barry Diller about the internet (41:30) How Dell reinvented PC manufacturing and created a negative cash conversion cycle (46:46) How Amazon survived the Dot Com Crash (51:53) Buying 24% of Amazon in 2002 (53:15) Why companies get the investors they deserve (57:22) What Lisa learned from Jeff Bezos (1:04:31) Lessons from raising too much money (1:07:57) Running her own fund from 2006-2016 (1:13:32) Why fees in asset management are too high (1:15:20) Joining Facet out of retirement 2017 (1:20:20) What she learned about investing from operating (1:23:47) Why women are better investors than men (1:26:43) How to hire outlier candidates (1:35:06) Why no one can be the next Warren Buffett (1:39:54) When to sell your winners Follow Lisa: LinkedIn: https://www.linkedin.com/in/lisa-rapuano/ Follow Turner: Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 Gokul Rajaram | Lessons from Zuck, Jack Dorsey, Sergey Brin + Defining your ICP, Evolution of Seed Investing 46:48
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Gokul Rajaram is an early stage technology investor. As a product leader, operator and board member, he’s helped build seven generational technology companies, including Alphabet, Block, Coinbase, DoorDash, Meta, Pinterest, and The Trade Desk. We talk about lessons learned from Zuck, Sergey Brin, and Jack Dorsey, when big acquisitions can go well, how to define your ICP, why you should always size markets bottoms-up, having a fast response time, how seed investing has changed since 2007, and Gokul’s hot takes on titles at a startup. Building an enterprise-ready SaaS app? WorkOS has got you covered with easy-to-integrate APIs for SAML, SCIM, and more. Start now at https://bit.ly/WorkOS-Turpentine-Network . Timestamps: (00:00) Intro (02:14) Common thread of success between the founders of Google, DoorDash, Facebook, and Square (05:50) Gokul’s first job in Silicon Valley (07:46) How Serendipity led to PMing Adsense, one of Google’s biggest products (12:20) Lesson from Sergey Brin on reducing friction before a products magic moment (18:50) How Zuck used founder mode to beat Google Plus in 2011 (22:51) When big acquisitions can go well (24:47) How Gokul switches from startup helper to public company board member (28:09) The evolution of Seed investing since 2007 (33:27) How to have a fast response time (37:40) Lessons from Jack Dorsey always selling (39:54) How to define your ICP (42:40) Using bottoms-up to size a market (44:05) Why Director and VP titles are bad for startups Referenced: Who’s Got the Monkey? https://hbr.org/1999/11/management-time-whos-got-the-monkey Getting Things Done: The Art of Stress-Free Productivity https://www.amazon.com/Getting-Things-Done-Stress-Free-Productivity/dp/0142000280 How to Size a Market in 30 Minutes https://blog.blingcap.com/2023/02/13/How-to-Size-a-Market/ Follow Gokul: Twitter: https://x.com/gokulr LinkedIn: https://www.linkedin.com/in/gokulrajaram1 Follow Turner: Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Subscribe to my newsletter to get every episode + the transcript in your inbox every week: https://www.thespl.it/…
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The Peel with Turner Novak

1 How to Build in AI, Lessons From Early Days of Snyk with Founder Guy Podjarny 1:12:51
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Guy Podjarny is the founder of Blaze, Snyk, and now Tessl. He’s spent decades building at the center of developers and security. His newest company Tessl is reimagining software development, helping shape a new paradigm he calls AI Native Development. We talk through his four quadrant framework for building and investing in AI, plus go into the early days of Blaze and Snyk. He shares lessons on marketing to developers, hiring when no one wanted to work for him, overcoming multiple difficult funding rounds, and lessons from multiple M&A processes. Timestamps: (00:00) Intro (02:21) The four quadrants of building and investing in AI (14:59) Why AI startups are riskier than non-AI startups (19:42) When to sell your company vs keep building (24:57) Why hiring the early team is so hard (26:32) Early marketing tricks from Guy’s first company, Blaze (29:09) Strategies for using conferences to grow your brand (33:33) Getting three days of free PR (38:04) Moving to Ottawa (42:11) Why Sales Engineer is an underrated founder stepping stone (45:49) What he learned as CTO of Akamai (48:31) Starting his third company Tessel, and why there’s no satisfaction without struggle (50:41) How Snyk got started (54:10) Creating developer-first security (59:59) Secrets for developer marketing (01:02:31) Why podcasts work so well for marketing (01:06:26) Snyk’s failed Series A Referenced Tessl: https://tessl.io/ Snyk: https://snyk.io/ Charting Your AI Native Journey: https://www.tessl.io/blog/charting-your-ai-native-journey Secure Developer Podcast: https://snyk.io/podcasts/the-secure-developer/ AI Native Dev Podcast: https://www.tessl.io/podcast We didn’t mention it in the podcast, but Guy just announced the AI Native Dev Conference, a virtual conference on Thurs, November 21st. Join him + many others here https://ai-native-devcon.heysummit.com/ Follow Guy Twitter: https://x.com/guypod LinkedIn: https://uk.linkedin.com/in/guypo Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Newsletter: https://www.thespl.it/…
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The Peel with Turner Novak

1 The Rise of AI-Powered Services + Ultimate Sales Crash Course for Founders | Chris Hladczuk, Hanover 1:20:54
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Chris Hladczuk is the Co-founder and CEO of Hanover, where he’s building 1-click migration and 1-minute time to value fund administration for the $8 trillion in private market assets. Chris takes us through his story of building an audience online at nights while working at Goldman, breaking into tech and going from an IC to Chief Revenue Officer at a Series A startup in nine months. This episode is packed with advice on sales, getting your first startup role, and everything he’s up to at Hanover. Timestamps (00:00) Intro (02:11) Why B2B SaaS is dead (07:20) Competing against companies that have “IT departments” (11:37) Going from 0 to 100k on Twitter in one year (19:06) The ASS networking framework (25:17) Interviewing at 50 startups before quitting Goldman to join Meow (28:41) Lessons going from sales IC to Chief Revenue Officer in nine months (32:47) Using SSS to send good cold emails (35:51) Learnings as a first-time manager (40:46) How to make a good first impression (47:22) Why sales and copywriting are underrated (49:17) Navigating the startup idea maze to fund admin (56:47) 1-click fund admin migration, 1-minute time to value (59:46) Turning down Hanover’s first term sheet with no backup plan (01:03:28) Using polite persistence to get customers (01:08:41) Why the best companies are cults (01:11:01) John D Rockefeller and vertical integration (01:13:26) Doing culture fit questions at the beginning of the hiring process (01:15:34) Chris’ favorite AI tools (01:17:58) How to make founder-led content Referenced Check out Hanover: https://www.hanover.co/ Brick: https://getbrick.app/ Alex Hormozi’s Sales Podcast: https://open.spotify.com/show/6YNopzKDGDwf0auIpPTIID Sweetgreen: https://www.sweetgreen.com/ Chipotle: https://www.chipotle.com/ Eight Sleep: https://www.eightsleep.com/ Turner’s episode with Jonathan Neman at Sweetgreen: https://open.spotify.com/episode/1Emm6VOq6MCEfQlXv05q6U?si=hJMc8LhBTeeonYJGza4gxQ The Hanover Manifesto: https://www.hanover.co/manifesto Claude Sonet: https://claude.ai/ Cursor: https://www.cursor.com/ Hemingway Editor: https://www.hemingwayapp.com Follow Chris Twitter: https://twitter.com/chrishlad LinkedIn: https://www.linkedin.com/in/chris-hladczuk-b09204153 Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Newsletter: https://www.thespl.it/…
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The Peel with Turner Novak

1 Lessons Building Five Unicorns + Building Pathlight Ventures | Charley Ma & Mahdi Raza 2:23:17
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Charley Ma and Mahdi Raza are the Co-founders of Pathlight Ventures, and were early employees at five unicorns, Plaid, Ramp, Alloy, Robinhood, and Stytch. They share tactical advice for early stage startup employees, lessons getting Plaid and Ramp their first customers, and deciding to build Pathlight together. Timestamps (00:00) Intro (02:30) Growing up in basements (05:15) Charley’s journey to first biz hire at Plaid (15:01) Advice on being a good startup employee (19:34) Mahdi’s path to Robinhood (26:33) Deciding between joining an early or late stage startup (32:39) Why Charley joined Plaid despite VCs telling him not to (38:52) Benefits of case studies in hiring (39:58) Why every hyper growth company is a shit show (44:24) Startup comp: equity, QSBS, early exercise, vesting (49:59) Joining Ramp as the first Head of Growth (58:35) How Ramp got its first customers (01:02:06) Advice and common traps on early GTM strategies (01:05:04) Why $1M ARR does not mean you have PMF (01:06:51) Meeting when Robinhood bought, churned, then returned to Plaid (01:09:54) Deciding to build Pathlight together (01:23:06) Raising Fund 1 in 2021 and how bad timing almost killed it (01:29:55) Reasons founders work with Pathlight (01:32:04) Why most investors add no value and give bad advice (01:36:44) Founders Pathlight invests in + Artie case study (01:44:44) Competing with incumbent funds (01:53:57) Raising a $75m Fund 2 in 2023 (02:02:22) Are Seed extensions good investments? (02:07:45) Discussing startup valuations (02:09:09) Mahdi’s 10-minute market outlook (as of 8/8/24) Referenced https://www.pathlight.vc/ https://plaid.com/ https://robinhood.com/us/en/ https://ramp.com/ https://stytch.com/ https://www.alloy.com/ https://www.artie.com/ Follow Charley Twitter: https://twitter.com/charleyma LinkedIn: https://www.linkedin.com/in/charleyma Follow Mahdi Twitter: https://twitter.com/mahdirazamr LinkedIn: https://www.linkedin.com/in/mahdirazany Follow Turner Twitter: https://twitter.com/TurnerNovak LinkedIn: https://www.linkedin.com/in/turnernovak Newsletter: https://www.thespl.it/…
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