Selling the Cloud delves into the stories of C-suite veterans in Sales, Marketing, Customer Success, and RevOps, revealing the secrets behind building successful SaaS empires. Each episode features seasoned leaders who walk through their career journeys, sharing the wins and lessons learned along the way. From mastering customer acquisition to leveraging AI-powered marketing and sales strategies, our guests provide actionable insights for driving growth and business success in the B2B SaaS s ...
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B2B SaaS and Cloud founders, CEOs, and Go-To-Market operating executives share their journey as they scaled their business from $0M ARR to $100M and beyond. The guests share their insights on measurements of success, performance metrics, and benchmarks they use to guide and inform their decision-making and growth journey.Guests include founders and CEOs of amazing success stories such as LinkedIn, DocuSign, Marketo, Gainsight, Salesforce Commerce Cloud, ringDNA, InsightSquared, Cloudera and ...
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Content Exploder captures the stories behind some of the leading shows in B2B as told by the unsung heroes who produce them. Each episode of Content Exploder will highlight one expert from one show, taking the listener on a dive deep into every detail, from the creative to the practical, from concept to production, and beyond. We’ll sit with directors, producers, editors, DP’s and the content creators that do it all. Join Justin Siegel, and an incredible group of production experts on Conten ...
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Social Selling to Digital Selling to Scaling Pipeline Development - with Jamie Shanks, Founder and CEO Sales for Life
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We're revisiting this insightful episode as B2B selling continues to evolve, especially within the fast-paced world of cloud solutions. Jamie Shanks, the founder, and CEO of Sales for Life is a true pioneer in Social Selling. Speaking to Jamie is like drinking a double shot of espresso. Social media for selling was a discovery that Jamie first iden…
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Sales 3.0 - The evolution of the B2B Sales Mindset - with Gerhard Gschwandtner
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Join us as we revisit this episode with Gerhard Gschwandtner, the founder of Selling Power Magazine and creator of the Sales 3.0 Conference has been teaching and training sales professionals for 30+ years. His insights on sales success and mindsets are more prevalent today than ever. On this episode, Gerhard shares his insights based upon his exper…
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Inside Sales + Enterprise Buyers - with Sally Duby, Chief Sales Officer at The Bridge Group
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Join us as we revisit a classic episode with Sally Duby, the Chief Sales Officer at The Bridge Group and a co-founder of the Silicon Valley VP Sales Forum who brings over 25 years of experience to the evolving world of Inside Sales and business development. In this episode of Selling the Cloud, we discuss the evolution of Inside Sales in the SaaS/C…
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Storytelling in SaaS Enterprise Sales - with Doug Landis, Emergence Capital Growth Partner
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As we revisit this episode, Doug Landis' insights on storytelling in B2B sales are more important than ever. Learn how compelling stories can help differentiate and elevate your message in a crowded market. Doug Landis, Growth Partner at Emergence Capital was formerly the Chief Storyteller at Box. Before being the Chief Storyteller at Box, Doug was…
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The emergence of the Chief Revenue Officer - with Paul Melchiorre, Operating Partner at Stripes
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27:08
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We are excited to revisit this episode of Selling the Cloud. featuring Paul Melchiorre, a legendary Silicon Valley Chief Revenue Officer at leading Saas companies like Ariba and AnaPlan. Paul's unique perspectives on scaling high-growth companies, the role of a CRO, and the impact ofProduct Led Growth remains just as relevant today. Over thirty yea…
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Moving beyond Data Driven to Metrics Informed Decisions - with Michael Pollack, CEO Intricately
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As the landscape of B2B marketing and sales continues to grow, it's the perfect time to revisit this insightful conversation and Michael Pollack’s perspectives on optimizing your data strategy for more effective customer acquisition. Moving from data driven to metrics informed decisions and what does this mean for customer acquisition professionals…
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Transforming an Enterprise Sales Organization - with Cathy Minter, CRO at R3
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As we near the end of Q3, we thought it would be a great time to re-listen to "Transforming an Enterprise Sales Organization - with Cathy Minter, CRO at R3" Cathy shares her experiences in taking over the role of the CRO in an early stage pioneer in applying Block Chain to enterprise level application development. The need for transformation was in…
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What made Zoom - Zoom with Greg Holmes, former CRO at Zoom
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In this timeless episode of the Selling the Cloud podcast, we revisit a conversation with Greg Holmes, the former Chief Revenue Officer at Zoom Video Communications from 2013 to 2020. This inaugural episode remains as relevant today as it was when first recorded, offering deep insights into the factors that fueled Zoom's meteoric rise. Join our co-…
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Bridging the Gap: The Connective Tissue of RevOps with Nivedita (Neetha) Ratakonda, CEO BigLittle
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In this episode of the “Selling the Cloud” Podcast, we are excited to welcome Neetha Ratakonda, CEO of BigLittle.ai. Neetha discusses her journey from engineering to entrepreneurship and explores how to bridge the marketing-to-sales disconnect. She delves into revenue leaks, process inefficiencies, and how RevOps acts as the connective tissue that …
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The Best of Philly with the King of Sales; Jeffrey Gitomer and our co-host Paul Melchiorre
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In this lively and unfiltered episode of "Selling the Cloud," we bring you a dose of Philly spirit with the dynamic duo Jeffrey Gitomer and Paul Melchiorre. This isn't just another podcast episode—it's a masterclass in sales resilience, grit, and preparation from two men who grew up in the streets of Philadelphia. Expect candid conversations, raw i…
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Operating Partners, Part 2 with guest Joseph Zito, CEO of (X)Form
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In Part 2 of this episode of the “Selling the Cloud” Podcast, RevOps edition, we continue our conversation with Joseph Zito, founder of (X)Form. We explore the vital role of RevOps in ensuring successful strategy execution, addressing the common pitfalls that occur post-strategic offsite, and how an Operating Partner can help the C-suite stay ahead…
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Operating Partners, Part 1 with guest Joseph Zito, CEO of (X)Form
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In Part 1 of this 2-part episode of the “Selling the Cloud” Podcast, RevOps edition, we are joined by Joseph Zito, founder of (X)Form, a company that partners with C-level executives to tackle ambitious goals amidst challenging revenue, profit, and operations dynamics. In this episode, we discuss executing effective company strategies, mobilization…
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The Evolution of Enterprise Sales, Part 2, Rob Schilling, SVP, ERP Sales N.A. @ Oracle
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In the second part of this engaging conversation, Rob Schilling addresses the common challenges companies face when transitioning to a data-centric sales model. He shares candid experiences where a data-driven approach may fall short and offers his perspective on how AI is reshaping the “art of sales.” With a keen eye on the future, Rob discusses t…
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The Evolution of Enterprise Sales, Part 1, Rob Schilling, SVP, ERP Sales N.A. @ Oracle
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In this episode of Selling the Cloud, co-hosts Mark and Cathy sit down with Rob Schilling, SVP ERP Cloud at Oracle, to delve into the pivotal moments that have shaped his career in enterprise sales. Rob shares insights into the fundamentals of sales, emphasizing the importance of being the "CEO of your own territory," focusing on the customer, and …
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The Future of Revenue Enablement and the Impact of Data, Steve Richards, SVP Revenue Enablement
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In this episode of Selling the Cloud, we sit down with Steve Richards from Mediafly to discuss the future state of sales enablement. We explore the balance between leveraging data and maintaining the human element in sales, strategies to alleviate friction points in the sales funnel, and the critical role of cross-functional collaboration among hig…
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Full-Funnel Insights with Toni Hohlbein, Part 2: Efficiency, Digital Twins, and SaaS Trends
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In Part 2 of our conversation with Toni Hohlbein, we delve into how macro trends in the markets are forcing changes in the way we operate SaaS companies, with a focus on doubling down on efficiency and prioritizing effective channels. We discuss how incremental improvements in the funnel compound over time and can significantly impact revenue growt…
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Full-Funnel Insights with Toni Hohlbein, Part 1: Efficiency, Digital Twins, and SaaS Trends
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In Part 1 of this episode of "Selling the Cloud," we sit down with Toni Hohlbein, CEO and co-founder of Growblocks, to explore the transformative power of full-funnel visibility in revenue operations. Toni shares insights on the evolving role of RevOps, leveraging factory-like efficiency in B2B SaaS, the impact of digital twins on business planning…
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The Pivitol Alignment between Strategy and Sales - Frank Cespedes, Senior Lecturer at Harvard
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Welcome to today's episode of the 'Selling the Cloud' Podcast! We are thrilled to have Frank Cespedes as our guest. Frank is a Senior Lecturer of Business Administration in the Entrepreneurial Unit at Harvard Business School. With a wealth of experience in running businesses, serving on boards for start-ups and corporations, and consulting globally…
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Data observability within RevOps Pt. 2 - Lindsey Meyl, CEO and Cofounder of RevAmp
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Welcome to part two of the RevOps edition of "Selling the Cloud," featuring Lindsey Meyl, CEO of RevAmp. In this episode we explore how companies can leverage their data for a competitive advantage, manage business strategy around a shared set of metrics and an ICP, and execute on recommended growth levers based on data signals in a scalable manner…
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Data observability within RevOps Pt. 1 - Lindsey Meyl, CEO and Cofounder of RevAmp
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In this episode of the "Selling the Cloud - RevOps Edition" podcast, Lindsey Meyl, co-founder of RevAmp, discusses optimizing go-to-market strategies through comprehensive data insights. Key topics include the importance of a dynamic data strategy, the transformative role of observability in RevOps, and leveraging AI for competitive advantage. Lind…
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Data Driven and Metric Based Selling in B2B Pt.2 - Kevin Knieriem, President, Strategic GTM at Clari
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This is Part 2 of Data Driven and Metric Based Selling in B2B, Kevin shares insights from his career journey, highlighting pivotal moments where AI and data-driven strategies made a significant impact. And we continue to cover these topics: Data-Driven Companies: We delved into what it takes for companies to become truly data-driven in today's land…
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Data Driven and Metric Based Selling in B2B Pt.1 - Kevin Knieriem, President, Strategic GTM at Clari
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In this episode, we had the pleasure of hosting Kevin Knieriem, the President, Strategic GTM of Clari. Our discussion revolved around three key themes: Data-Driven Companies: We delved into what it takes for companies to become truly data-driven in today's landscape. AI and B2B Sales: Exploring the evolving role of AI and machine learning in shapin…
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Selling with AI, How Buyers Want to Buy Pt.2 - Andy Paul, Host of the Win rate Podcast
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Today we will be covering part 2. of our show with Andy Paul, the host of the Win Rate Podcast: The Evolution of Sales in the B2B SaaS era Integrating AI into Sales Strategies Leadership and Scaling Sales Teams See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.…
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Selling with AI How Buyers Want to Buy Pt. 1 - Andy Paul, Host of the Win Rate Podcast
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Today we will be covering three main areas with Andy Paul, the host of the Win Rate Podcast: The Evolution of Sales in the B2B SaaS era Integrating AI into Sales Strategics Leadership and Scaling Sales Teams See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.…
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Aligning Strategy in Marketing, RevOps, and Sales Part 2 with Kunal Mehta, Bain Consulting
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Today we are covering three main areas. 1) the strategies that B2B companies can use to alignment strategy across marketing, rev ops, and sales. 2) how data analytics helps marketing, rev ops, and sales work more effectively together. 3) how should we be thinking about continuous improvement across marketing, rev ops, and sales. See Privacy Policy …
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Aligning Strategy in Marketing, RevOps, and Sales - Kunal Mehta, Bain Consulting
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Today we are covering three main areas. 1) the strategies that B2B companies can use to alignment strategy across marketing, rev ops, and sales. 2) how data analytics helps marketing, rev ops, and sales work more effectively together. 3) how should we be thinking about continuous improvement across marketing, rev ops, and sales. See Privacy Policy …
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Microsoft Product Leader to SaaS Founder - with Anand Subbaraj, Founder and CEO Zuper
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Imagine being a senior product leader at Microsoft for one of the leading "cloud products" in the industry, Azure Data Factory, and deciding to leave the stability, security, and prestige behind to launch your own B2B SaaS company. This is exactly the decision and journey that Anand Subbaraj began five years ago. Anand spent 13 years at Microsoft b…
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Evolving from Excel for SaaS Financial and Metrics Reporting - with Ali Rizvi Founder and CEO, TrueRev
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Excel is the #1 tool B2B SaaS companies use for many financial tasks, including calculating SaaS metrics to surface insights for operating decisions and investor updates. Ali started his career in tech as an auditor at Ernst and Young, with a priority focus on revenue recognition and reporting. While auditing a top tier B2B SaaS company, he was pro…
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State of the Cloud 2023 (Episode 1) - with Janelle Teng, Bessemer Venture Partners
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In Episode #1 of this 2-episode conversation, Ray discusses the key findings from the Bessemer Venture Partners (BVP) annual "State of the Cloud" report for 2023 with Janelle Teng, Vice President and co-author of this year's report. Janelle is involved in many different research programs at BVP, including the "State of the Cloud" and the "Scaling t…
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State of the Cloud 2023 - Top Five Predictions with Janelle Teng, Bessemer Venture Partners (Episode #2)
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State of the Cloud 2023: Top Five Predictions: #1: Efficient Growth Adopt new solutions to gain control of their Cloud and SaaS spend, including the infrastructure cost to deliver SaaS Solutions. Tools include Cloud FinOps tools, SaaS Spend Solutions, and engineering productivity tools to improve R&D processes. One of the areas of focus is on Cloud…
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Event-Led Growth in B2B SaaS - with Julius Solaris, Founder and CEO Boldpush
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بقلم Ray Rike
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B2B SaaS Metrics and Prioities with the Alexander Group - Ted Grossman and Davis Giedt
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The Alexander Group works with many of the leading companies in the B2B SaaS industry, and I was recently joined by Ted Grossman, their co-lead of the technology industry practice, and Davis Giedt, Director of Research and Analytics. Based upon Ted and Davis' unique insights and understanding of B2B SaaS due to the discussions and data from over on…
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Scale your SaaS - with Matt Wolach, founder of Xsellus and "Scale your SaaS" podcast
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Matt Wolach is the founder of Xsellus and host of the Scale your SaaS podcast. Matt is one of those guests that have taken over a year to be on the Metrics that Measure Up podcast. Matt has hosted over 250 episodes of "Scale your SaaS" and was one of the inspirations for this podcast. The first question I asked Matt was about the common attributes …
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SaaS Expansion across Europe - with Rick Pizzoli, Sales Force Europe
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In 2023 many SaaS companies are searching for what market(s) are going to drive their next phase of growth - and international markets, especially English-speaking countries are often considered by U.S. B2B SaaS companies. Rick Pizzoli, moved to Europe over 25 years ago to launch the European presence for U.S. based software companies. Based upon t…
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On Episode 2 of Content Exploder, Justin sits down with Benji Block (Sweet Fish Media), current executive producer and host of the revolutionary podcast, B2B Growth. Learn from Benji's best practices, tips and tricks, and how he keeps the show fresh with a combination of both evergreen and innovative strategies.…
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SaaS Spend Management Trends - with Eric Christopher, Founder and CEO Zylo
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Eric Christopher, the founder, and CEO of Zylo is sitting on top of one of the industry's largest SaaS spend data repositories and thus benchmarks, a key reason I knew I needed to have Eric as a guest on the podcast. What was the catalyst for founding Zylo? It started with Eric's experience as a revenue leader in two social media platform companies…
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The Future of SaaS Spend Management - with Ryan Neu, Founder and CEO Vendr
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SaaS Spend Management is an emerging and rapidly evolving category - yet Ryan Neu, Co-Founder, and CEO of Vendr has a unique vision for how the category needs to evolve. Ryan has a background in public accounting, and then transitioned to software sales, including a role in the early days at Hubspot. During his career selling, he realized that sell…
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The evolution of forecast management - with Guy Rubin, Founder and CEO ebsta
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If you have ever been frustrated with the forecasting process and accuracy at your company - this episode is for you! Guy Rubin is the founder and CEO of ebsta, a leading provider of Revenue Intelligence - the next generation of forecast management. Guy founded ebsta to automate the logging of sales rep activity directly into their Customer Relatio…
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Lessons learned from the Silicon Valley Bank collapse - with Todd Gardner, SaaS Advisors
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Friday, March 10th, 2023 - a moment in B2B Technology and Start-Up ecosystem history that many will never forget and hopefully provides a foundation for learning the risks and rewards of venture-backed, early-stage entrepreneurship. Todd Gardner founded SaaS Capital in 2007, the industry's first "recurring revenue credit facility". Before names lik…
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When to introduce SaaS Spend Management - with Cledara co-founder and COO, Brad Van Leeuwen
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Over February and March 2023, we spoke with several founders, CEOs, and executives at SaaS Spend Management vendors. In this episode of the Metrics that Measure Up podcast, we discussed the evolution, best practices, and ideas on how to introduce a SaaS Spend Management program with Brad Van Leeuwen, Co-Founder and COO at Cledara. Brad stated that …
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On the inaugural episode of Content Exploder, Justin sits down with Ben Hillman (Paddle, Profitwell, Recur), creator of one of the most successful and longest running shows in B2B, Protect the Hustle. Learn how Ben and Patrick Campbell began their owned media journey and created one of the biggest hits in business media.…
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CFO lessons learned in planning and forecasting - with Dan Fletcher, CFO Planful
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Planning in 2020 continues to be chalked full of uncertainty based on the current macroeconomic reality. Assuch, being a finance leader in 2023 is even more challenging, and unpredictable - but developing an operating plan and budget is an important and critical component of the CFO's job. First, is being "hyper-realistic" is the theme of the year,…
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SaaS Spend Management - with David Campbell, Founder and CEO Tropic.ai
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How does writing a 400-page novel lead to founding a SaaS Spend Management company? It was the start of David Campbell's journey which including breaking into B2B technology sales where he saw the challenges companies of all sizes have with buying technology. What is the definition of "SaaS Spend Management" according to David? David defines it as …
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Corporate Spend Management - with Oded Zehavi, Founder and CEO Mesh Payments
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Oded Zehavi has global payment experience from his time as an executive at leaders including PayPal and Payoneer. With Spend Management, especially SaaS Spend Management, becoming such a hot topic in 2023 - we wanted to start our conversation with Oded to understand his definition of "Spend Management"? Oded defines spend management as enabling fin…
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Full Funnel Conversion Optimization - With Guy Yalif, Founder and CEO - Intellimize
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Have you ever met someone in their "early career" that you just knew was going to be successful? That was my feeling when I first met Guy Yalif, Founder and CEO of Intellimize almost 20 years ago! Guy has been both a Marketing and Product leader, which led to his creation of a company focused on optimizing full funnel conversion. Guy's vision is to…
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No Forms - No SPAM - No Cold Calls - with Latane Conant, Chief Market Officer 6sense
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How many times have you visited a B2B website and cringed at being asked to provide your contact information, including your email just to download a white paper or watch a video? Why is this a reality in 2023 on most B2B SaaS websites? Because "leads" are still a primary measurement of Marketing success and marketers have not yet invested in the p…
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Building a media asset inside a B2B SaaS company - with Patrick Campbell, Founder and CEO ProfitWell (Paddle)
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Media-Led Growth (MLG) is a term first introduced here on the Metrics that Measure Up podcast and the central theme of this episode. Who better to discuss this topic than Patrick Campbell, Founder, and CEO of ProfitWell, recently purchased by Paddle for an unofficial $180M+ Patrick was a pioneer in building brand media assets inside a B2B SaaS comp…
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Product Analytics and Metrics that Matter - with Todd Olson, Founder and CEO Pendo
31:43
31:43
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31:43
Product-Led Growth is one of the hottest topics and trends in the B2B SaaS industry. Heading into 2023, most company will be evaluating their usage of every SaaS tool, and as a vendor understanding how customers are using your product is foundational to understanding and forecast customer retention metrics. Todd Olso founded Pendo, the leading Prod…
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The Power of Go-to-Market Experience + Capital - with Mark Roberge, Stage 2 Capital
38:38
38:38
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38:38
Mark Roberge is the founder and Managing Director of Stage 2 Capital and previously was the Chief Revenue Officer at HubSpot from 2007 to 2016. Mark is also the author of the best-selling book "The Sales Acceleration Formula". The lessons learned over his nine years leading revenue at HubSpot have led to several new endeavors including creating a S…
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A Chief Revenue Officer's learnings from $0 - $100M+ ARR - with Mark Kosoglow, CRO Catalyst and SVP Sales, Outreach
38:46
38:46
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38:46
Imagine having your founder and CEO working weekends to develop leads and a calling list for the VP Sales in an early-stage B2B SaaS company. That was Mark Kosoglow's experience when he first joined Manny Medina, the founder, and CEO at Outreach - the leading Sales Engagement Platform company in the industry. I asked Mark about the reality of leadi…
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