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Bootstrapped Web

Bootstrapped Web

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Brian Casel (@casjam) and Jordan Gal (@jordangal) share their raw and real behind-the-scenes of their entrepreneur journeys. From bootstrapping software startups to raising money to selling and exiting businesses, to growing teams and the emotional rollercoaster that is startup life. It's all here in Brian and Jordan's weekly(ish) updates.
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Bootstrapped Unicorns: Entrepreneurship with Josh Pies About the Podcast Bootstrapped Unicorns is dedicated to Examining the Journey of Entrepreneurship. Interviews of entrepreneurs – finding out their back story, how they discovered their business, and how they overcame the challenges they faced, will help you – our viewers, friends, and peers – move forward with confidence. Josh Pies (Host), serial entrepreneur and guy who has hit both good and hard times, never gives up. What has fueled h ...
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Bootstrapped Growth

Bootstrapped Growth

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Welcome to Bootstrapped Growth where you will get actionable, tactical steps you can implement immediately to get results. No latest tips or tactics. No mindset training or feelings. Myself and the guests I bring on are going to share with you the most effective sales, marketing and business skills, strategies, and frameworks so you can repeatedly build a business in any economy.
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We’ve been in the food delivery industry since 2005 and have bootstrapped the entire way. While we compete with VC backed behemoths, this podcast gives listeners an idea about day to day life as an entrepreneur behind closed doors.
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This podcast will follow my journey as I create https://www.reviewiply.com my latest bootsrapped SaaS. I will keep you updated on everything that goes on. How many customers, how many free trials, what is the MRR? All of the details you could want about my latest SaaS product.
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Backstage Capital is venture investment fund that backs underrepresented tech startup founders. Since inception in September 2015, Backstage has deployed nearly $2m into 40+ startups around the U.S. that are led by women, POC, and LGBT founders. This podcast takes you behind the scenes to show you what it's like to build a fund from scratch and give you deep insights into what investors are REALLY looking for. You'll laugh. You'll cry. You might steal a donut. But that'll have nothing to do ...
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Brian's next product announcement. Marketing first. Small bets. Private podcasting. AI product development speed. Summer vacations. Connect with Brian: Brian's next product landing page Brian's Service: Tailor-Made UI Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Connect with Jordan: Jordan's company, Rosie Jord…
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💬 Show Notes About Stuart Morris Stuart Morris is a neurodivergent serial entrepreneur, tech inventor, TEDx speaker, and the CEO of the world's leading celebrancy training business. Stuart's journey from a disruptive school kid to a successful entrepreneur is nothing short of inspiring. He has a knack for turning challenges into opportunities and h…
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These last weeks have been a bit much. What do they say? “Take a break before the break takes you?” Well, I got quite close to that this week. This episode is sponsored by Podscan.fm The blog post: https://thebootstrappedfounder.com/tipping-over/ The podcast episode: https://tbf.fm/episodes/355-tipping-over Check out Podscan to get alerts when you'…
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LINK TO YOUTUBE: https://youtu.be/hv5XH_PDDPU YOUTUBE CHANNEL: https://www.youtube.com/@BootstrappedUnicornsPodcast ORIGINAL RELEASE DATE: December 22, 2023 RELEASE DATE: June 27, 2024 EPISODE: 14 SHOW NOTES: This one was fun. Jazz lovers, you're especially going to enjoy this episode. Welcome to episode 14 of the Bootstrapped Unicorns podcast! In …
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Guest Bio A former educator and now entrepreneur, Alisa is on a mission to help self-employed individuals and small business owners unlock substantial financial relief through the Self-Employed Tax Credit (SETC) program. You deserve to know how you can claim up to $32,220 in tax credits from 2020 and 2021. Episode Highlights: 1. From the Classroom …
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Do you want to win the game or keep on playing? Today, I'll dive into a mentality shift I experienced recently while building Podscan: how about I just get rid of all the "professional posturing?" Here's to being sincere and not being too serious! This episode is sponsored by Podscan.fm The blog post :https://thebootstrappedfounder.com/sincere-not-…
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@Kitze, a Serial indie hacker and entrepreneur, shares his journey through a landscape filled with multiple projects like Sizzy, a browser for developers, Benji, a productivity app, and a comprehensive full-stack video course. Kitze opens up about how his ADHD diagnosis has shaped his work ethic and productivity, revealing the personal motivations …
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US Presidential debate analysis. America. Launch week. First customers. Perfect storm for a new product idea. Questioning assumptions. Seeking feedback. Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's consultancy: Tailor-Made UI Brian's SaaS, Clarityflow Brian on T…
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💡 Summary: Our guest, a seasoned entrepreneur with 20+ years of self-employment, shares invaluable lessons on financial planning and asset management, particularly for women business owners. Discover how they used personal savings and a home equity loan to get started! 💬 Key Takeaway: Minimizing overhead and avoiding unnecessary debt are crucial st…
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What happens when the 'small bets' strategy leads to a big win, and you're not prepared for it? Well, you adapt! So that's what I'm working on this week: figuring out a way forward now that circumstances have shifted. This episode is sponsored by Podscan.fm The blog post: https://thebootstrappedfounder.com/beyond-small-bets-embracing-the-big-play/ …
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Geoff Roberts (@GeoffTRoberts) is the co-founder of Outseta, and he's halfway there, 7 years in. Outseta —the SaaS starter kit and the business behind it— is built and operated on a multi-decade timeline, and it's not been easy to achieve profitability. Geoff shares the ups and downs of a long and painful story; what it means to think and operate b…
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Tailor-Made UI. Knowing your customer. Launch-week learnings. Sales calls. Cold outreach. Margin & space. Date night hangovers. Summer camp. Connect with Brian: Brian's Service: Tailor-Made UI Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal…
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About Justin Hanover From launching my own gym business at the age of 19 to scaling it into a thriving 6,000 square foot facility with over 300 active members and an accomplished team of 8 members, my journey in the fitness industry has been one of relentless growth and innovation. Driven by a commitment to excellence, I've honed my skills not only…
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This week was a duality of extremes for me. On one hand, I experienced an unprecedented growth spurt in my user numbers, while on the other hand, I stumbled into frustrating scarcity and infrastructure problems. That’s entrepreneurship for you: big wins while struggling to not lose control of the whole thing. The juxtaposition of these two experien…
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Launching heyrosie.com. First demos. Twitter feeds. Productized consulting. Homepage rewrite. Summer camp. Concerts. Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's consultancy: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Thre…
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LINK TO YOUTUBE: https://youtu.be/fiswQL4semo YOUTUBE CHANNEL: https://www.youtube.com/@BootstrappedUnicornsPodcast ORIGINAL RELEASE DATE: December 14, 2023 RELEASE DATE: June 14, 2024 EPISODE: 13 SHOW NOTES: My Wife Buys Your Mobile Homes | Bootstrapped Unicorns Podcast: Episode 13 with guest Adrian Smude Welcome to episode 13 of the Bootstrapped …
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Generative AI used to be for early adopters. But now, Apple is bringing it to every iPhone. What does this mean for indie founders? This episode is sponsored by Acquire.com The blog post: https://thebootstrappedfounder.com/ai-for-the-rest-of-us/ The podcast episode: https://tbf.fm/episodes/329-ai-for-the-rest-of-us Check out Podscan to get alerts w…
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💬 Show Notes In this episode of the Frugalpreneur podcast, host Sarah St. John dives deep into the world of podcast post-production with special guests Steve Stewart and Lance. Together, they explore the nuances of editing, the tools of the trade, and the balance between professional polish and authentic content. Whether you're a seasoned podcaster…
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A few months ago, I raised a low 6-figure investment for Podscan. Here's the conversation between me and my investor, @tylertringas, that happened just before I signed the contract. You usually don't get to listen in for one of those. Today, you will. Tyler and I discuss how the Calm Company Fund navigates the alignment challenge between founders a…
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Launch week. AI demos. Prompt engineering. Help docs. Product marketing. New feature prep. B2B vs. B2C strategies. Coastal living. Mainstream AI. Connect with Brian: Brian's Product Consultancy: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Connect with Jordan: Jordan's company, Rally Jorda…
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💬 Show Notes In this special episode of the Frugalpreneur podcast, host Sarah St. John shares an insightful guest expert talk from her Ampmypod community. This time, we welcome Seth Silvers, founder and lead strategist at Story On Media, who delves into the intricacies of podcast ROI (Return on Investment). Seth’s discussion is a must-listen for po…
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This week, I almost lost access to my database, including all its backups. Also, a full-text index brought down my product. Neither were intended —obviously—, but both made me revisit my safety precautions and how I approach depending on platforms like AWS. Here's what happened, how I got out of there, and what there is to prevent this in the futur…
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Zeno Rocha (@zenorocha) went through YC to build Resend, yet he still acts and thinks like a bootstrapper. In a world of polarized opinions about venture funding and not raising money, Zeno is both "one of us" and "one of them" — for both sides! Today, we talk about overcoming purism and embracing pragmatic entrepreneurship, starting with picking a…
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Join me, Sarah St John, as I sit down with Kimberly Spencer, CEO of Communication Queens and founder of CrownYourself.com, to explore her remarkable entrepreneurial journey. From her early days running a Pilates studio in LA to her success in screenwriting and her shift to e-commerce consulting, Kimberly shares the highs and lows of her career. Dis…
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Troubleshooting back pain. "Early access" vs. "Sign up". Build (or brag) in public. Bootstrapping via consulting. Starter app templates. The AI voice space. No-BS marketing. Working outside. Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's consultancy: Instrumental …
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"Everyone and their mother are talking about AI. Every founder releases their 500th GPT wrapper." "AI is all hype, no substance." Or is it? What if our collective perspective is really skewed, and our gathering places are to blame? Here's my take on why indie hackers have a dangerously biased view on what AI businesses are and should look like. Thi…
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Tim Schumacher (@TimSchu), the mastermind behind SEDO and Adblock Plus, now leads the SaaS Group to new heights. With $60 million ARR, 20 thriving businesses, and 300 employees, Tim shares his incredible journey from a coder to an influential entrepreneur in scaling businesses. From his strategic focus on developer and online marketing tools to his…
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Shady domain brokers. Cooling off on product ideas. Pricing questions. High vs. low volume funnels. Launch and learn. Conflicting realities. Deadlifts. Summer travel. Connect with Brian: Brian's Product Consultancy: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Connect with Jordan: Jordan's…
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Today, you get a glimpse into an ongoing marketing experiment for Podscan.fm. What if I can frontload value for my future customers even before they sign up? Here's why I chose to create a Dream Customer List and how it will help me jumpstart customer acquisition. This episode is sponsored by Acquire.com The blog post: https://thebootstrappedfounde…
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Introduction In this episode of the Frugalpreneur Podcast, host Sarah St John interviews Marty Fahncke, a seasoned entrepreneur who specializes in bootstrapping businesses through strategic acquisitions. With 25 years of experience, Marty has focused the last five years on growing businesses by acquiring others, using equity instead of cash to cons…
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Noah Kagan (@noahkagan) has made AppSumo a massive success — and he's spilling the beans on how to launch, build, and grow a successful software business. Noah likes to keep things weird, and our conversation is proof of that: from Taco T-shirts to failing at entrepreneurship, we walk through the ups and down of a wild and intriguing founder journe…
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GPT-4o. Sleepless nights. Product idea excitement. Self-serve funnels. Keeping calm before the storm. Selling to small business. Knicks in 6? The David Park Tweet that Jordan referenced. Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's consultancy: Instrumental Prod…
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LINK TO YOUTUBE VIDEO: https://youtu.be/znp06c8q3OE YOUTUBE PAGE: https://www.youtube.com/@BootstrappedUnicornsPodcast EPISODE: 12 RELEASE DATE: May 2024 (original release date: Dec. 2023) SHOW NOTES: For John: His Death Is Not Absence | The Bootstrapped Unicorns Podcast: Episode 12 Solocast My mentor and friend died this week (*Note: The week of t…
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It started as a normal day — but then things started going wrong. And my stress levels rose. But I recently learned how to use that to my advantage. Here's how I wrangled with a SaaS founder's worst nightmare, what happened, and how I turned the tables. This episode is sponsored by Acquire.com The blog post: https://thebootstrappedfounder.com/unexp…
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💡 Guest bio Sarah St. John is the host of the Frugalpreneur podcast, where she features bootstrapped entrepreneurs and shares their tips, tricks, tactics, techniques, and tools for building a successful business. Through her showcase episodes, she hopes to provide valuable takeaways for her listeners to implement in their own bootstrap business jou…
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Dr. Jessica Gold (@blissscience) helps founders live an intentional and passionate life — which ultimately impacts their entrepreneurial success. She wants to put intentional self-care back on the map in a field obsessed with productivity and tracking metrics. In our conversation, we dive deep into vulnerable places: from romance, passion, and love…
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No, we're not talking about Product Hunt (the website) today. This one's about: Hunting for new product ideas. Categories in AI. Finding a partner. Divesting in audience. Hobbies. Attention diets. Mothers day. Connect with Brian: Brian's Product Consultancy: Instrumental Products Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads:…
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Earlier this week, I finally found time to work on a large code change. When I deployed it, things got worse quickly. Here's what happened, why it happened, and how this changed my approach to working on a complicated software project. One thing became apparent: while it may look like a waste of time to build something and revert back to "yesterday…
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💡 Guest bio Bill is a serial entrepreneur with a diverse background. Starting off as a martial arts instructor, he quickly realized his passion for problem-solving and identifying opportunities. Over the years, he has been a pioneer in various industries, from martial arts to job site and career fair management. Currently, he is focused on a SAS pr…
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Louie Bacaj (@LBacaj), once a Walmart engineer, made a bold career shift into the unpredictable world of venture capitalism and entrepreneurship. Now a co-leader of a thriving community for bootstrapped entrepreneurs, Louie reveals how the 'small bets' philosophy guides individuals toward financial freedom and fulfillment. Together with Daniel Vass…
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Choosing a name. YouTube experiments. SEO. Reaching a foreign industry. Branding exercise. The New York Knicks. Connect with Jordan: Jordan's company, Rally Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's consultancy: Instrumental Products Brian's YouTube channel: @briancasel Brian's SaaS, Clarityflow Brian o…
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