SaaStr 793: The 10-Point Checklist For When You Sell Your Company with David Frankel Managing Partner at Founder Collective and SaaStr CEO and Founder Jason Lemkin David Frankel is Managing Partner at Founder Collective, a successful seed fund with investments in companies like The Trade Desk, Olo, and Coupang. With decades of experience as both a founder and investor, David brings a unique perspective to the often-misunderstood process of selling a company. He openly admits that many of his pas...
Mar 12, 2025•42 min•Transcript available on Metacast SaaStr 792: Why I’m Scared to Buy New SaaS Apps Now with SaaStr CEO and Founder Jason Lemkin SaaStr CEO and Founder Jason Lemkin highlights nine key reasons that create friction in the modern SaaS buying cycle. He emphasizes how these factors can deter new customers and impact overall growth. Through examples involving well-known companies and the importance of a seamless customer experience, Founders are encouraged to evaluate and reduce these hurdles within their own SaaS products to ensure th...
Mar 07, 2025•24 min•Transcript available on Metacast SaaStr 791: CRO Confidential: How Codeium Built A Billion-Dollar AI Company and a Winning Sales Machine with VP of Worldwide Sales, Graham Moreno Join us on this episode of CRO Confidential as host Sam Blond dives into the remarkable journey of Codeium's VP of Worldwide Sales, Graham Moreno. Discover how Graham led Codeium from a 30-employee startup to a unicorn with 150 employees in just one year. ------------------------------------------------------------------------------------------- Alrigh...
Mar 05, 2025•44 min•Transcript available on Metacast SaaStr 790: AI at Scale: 8 Learnings from monday.com Co-Founder and Co-Ceo Eran Zinman and SaaStr CEO and Founder Jason Lemkin Join us for an inspiring conversation with monday.com co-CEO and Co-Founder Eran Zinman and SaaStr CEO and Founder Jason Lemkin. From humble beginnings at $10 million ARR in 2017 to smashing the $1 billion ARR mark in just eight years, Eran shares their journey, challenges, and strategies that have fueled their remarkable growth. Discover the importance of customer diver...
Feb 28, 2025•36 min•Transcript available on Metacast SaaStr 789: 10 Things No One Tells You About Getting Acquired for $1.5B Steve Mitzenmacher, Former Vice President Corporate Development, Own Company Join Steve Mitzenmacher as he reveals the hidden truths about getting acquired for $1.5 billion. Drawing on his extensive experience in corporate development, Steve discusses the rare odds of closing a deal, the unseen challenges, and the insider dynamics that play a crucial role in successful acquisitions. From pre-LOI preparations to integration p...
Feb 26, 2025•33 min•Transcript available on Metacast SaaStr 788: The Real Data on What it Takes to Go Big and Eventually IPO with Meritech Capital Join Alex Clayton and Kathy Choi from Meritech Capital as they delve into the path to IPO for SaaS companies. With 25 years of experience and over 60 IPOs, they explore the size, performance, qualitative factors, and post-IPO success metrics that matter. Learn essential considerations for going public, from creating a compelling story to demonstrating durable growth, operational excellence, and predicta...
Feb 21, 2025•27 min•Transcript available on Metacast SaaStr 787: The 2025 SaaS Vibe Check: What Founders Need to Know Right Now with SaaStr CEO and Founder Jason Lemkin SaaStr CEO and Founder Jason Lemkin delves into a comprehensive 2025 vibe check, focusing on the state of tech, AI, and SaaS industries. He discusses the returning presence of founders in San Francisco, the resurgence of venture capital interest reminiscent of 2021, and the significant shift towards AI and AI-native investments. Additionally, he addresses the challenges faced by B2...
Feb 19, 2025•37 min•Transcript available on Metacast SaaStr 786: Going Long: How Procore’s Founder Tooey Courtemanche Built a Billon-Dollar SaaS Empire Over 23 Years What does it take to build and scale a vertical SaaS giant over two decades? According to Tooey Courtemanche, CEO and Founder of Procore, it’s about focus, perseverance, and a relentless commitment to customer success. In a recent conversation with SaaStr CEO and Founder Jason Lemkin, Tooey shared insights into his 23-year journey as CEO of Procore , the leading SaaS platform for cons...
Feb 14, 2025•44 min•Transcript available on Metacast SaaStr 785: The Playbook for Going Upmarket with Stripe's CBO, Jeanne Dewitt Grosser, and Checkr's COO, Lindsey Scrase Want to know when to move upmarket and how to actually pull it off? Jeanne Dewitt Grosser, Chief Business Officer at Stripe, and Lindsey Scrase, COO at Checkr, have done it multiple times at companies like Google Cloud, Stripe, and Checkr. They came to SaaStr Annual to share what they’ve learned about making the move to go more enterprise actually work. They dive into their prof...
Feb 12, 2025•24 min•Transcript available on Metacast SaaStr 784: From $1M to $3B ARR: Databricks CRO Ron Gabrisko on Scaling a Revenue Rocket Ship In the latest episode of SaaStr's CRO Confidential Series, our host Sam Blond sits down with Ron Gabrisko, CRO of Databricks , to unpack the journey from $1M in ARR to crossing $3B ARR at the end of January 2025. With Databricks now one of the largest pre-IPO technology companies, with $10 billion of expected non-dilutive financing and a valuation of $62 billion, Ron's insights are gold for any revenue ...
Feb 07, 2025•33 min•Transcript available on Metacast SaaStr 783: How to Build a World-Class Customer Success Machine - Top Lessons from the CRO of Notion and VP of CS at GitHub Join Erica Anderson, CRO of Notion and Abbas Haider Ali, VP of CS at GitHub, as they share their unique experiences and professional journey starting at GitHub and continuing to Notion. Learn about building effective customer success teams, the importance of the right KPIs, balancing investments, and fostering great CRO-CCO relationships. Find out how both structured and po...
Feb 05, 2025•24 min•Transcript available on Metacast SaaStr 782: The Future of AI in B2B SaaS: Insights from Synthesia's CEO and Theory Ventures. Hosted by SaaStr CEO Jason Lemkin As the AI revolution accelerates, it can be hard to keep up with the pace of innovation. SaaStr’s AI Day 2025 brought together the top minds in the SaaS, AI and Cloud to dive deep into the intersection of AI and B2B. Featuring insights from Victor Rippabelli, CEO of Synthesia, and Tomas Tunguz of Theory Ventures, Jason Lemkin leads the discussion that covered everything ...
Jan 31, 2025•53 min•Transcript available on Metacast SaaStr 781: The RevOps Playbook: Owner.com CRO’s Secrets to Scaling Join Kyle Norton, CRO at Owner.com, as he dives into the fundamentals of operating a revenue team with excellence. In this 40-minute session, Kyle outlines his SaaS-focused 'revenue operating system,' inspired by analogies of the Iron Man suit. Learn about the four key components crucial for predictable revenue growth: measuring, managing, planning, and communicating. Kyle shares practical tools, metrics, and rhythms designed to...
Jan 29, 2025•40 min•Transcript available on Metacast SaaStr 780: 9 Things You Can Do to Grow Faster this Year with SaaStr CEO and Founder Jason Lemkin Join us for this insightful podcast where SaaStr CEO and Founder Jason Lemkin discusses the key strategies to differentiate a successful year from a mediocre one. Focusing on 9 practical and effective layers to add to your business, this session covers everything from outbound strategy, customer conferences, and going multi-product, to the importance of customer success and global expansion. Learn f...
Jan 24, 2025•36 min•Transcript available on Metacast SaaStr 789: What to Expect from a New CRO with Kathy Lord, CRO at Zensai and Jason Lemkin, SaaStr CEO and Founder SaaStr CEO and Founder Jason Lemkin sat down with Kathy Lord, CRO of Zensai (and formerly of Intacct), to talk about what CEOs and CROs should really expect from one another, especially in those critical first 90 days. Kathy shares her journey and insights, and together they discuss the critical aspects CEOs and founders should align on when hiring a CRO or VP of Sales, the importanc...
Jan 22, 2025•36 min•Transcript available on Metacast SaaStr 788: Going Multi-Product in the Age of AI with Webflow, Rubrik, Zoom, and ProductBoard At SaaStr Annual's AI Summit, we asked product leaders from some of the fastest-growing SaaS companies to share their insights on navigating the AI revolution while scaling multi-product strategies. This panel of product leaders featured Anneka Gupta, CPO at Rubrik, Mahesh Ram, Head of AI Product at Zoom, Hubert Palan, CEO at Productboard, and Rachel Wolan, CPO at Webflow. ------------------------------...
Jan 17, 2025•25 min•Transcript available on Metacast SaaStr 787: 10 Ways Sales is Different in Vertical SaaS with Mangomint’s VP of Sales Marchelle Mooney While some might dismiss sector-specific vertical SaaS software as ‘too small’ or ‘too niche’, companies like Veeva ($40B), Clio ($3B), Toast ($1.3B), and Slice ($1B) have proven there’s massive value in going deep rather than broad. Mangomint has quietly built an impressive vertical SaaS business in the spa and salon space, growing 100% year-over-year to approach $20M ARR with 110% NRR. So we a...
Jan 15, 2025•41 min•Transcript available on Metacast SaaStr 786: Adding AI to SaaS: Inside the AI Product Strategies of Figma, Cloudflare, GitHub and Ramp At SaaStr Annual's AI Summit , we gathered an all-star panel of product leaders who have built some of the most widely-used AI features in production today. The speakers included Mario Rodriguez, Chief Product Officer at GitHub at GitHub, Diego Zaks, VP of Design at Ramp, Dane Knecht, SVP of Emerging Technologies at Cloudflare, and Vincent van der Meulen, Design Engineer at Figma, and Dani Grant...
Jan 10, 2025•49 min•Transcript available on Metacast SaaStr 785: Usage-Based Revenue Models: Successes and Pitfalls from Checkr COO Lindsey Scrase on CRO Confidential In the latest episode of our SaaStr CRO Confidential podcast, host Sam Blond sat down with Lindsey Scrase, COO of Checkr (and former CRO), to discuss her tactics for driving growth at the background screening unicorn. Lindsey shares valuable lessons on transitioning from a CRO to COO role, how usage-based pricing effected commission structures, leveraging data for operational improve...
Jan 08, 2025•42 min•Transcript available on Metacast SaaStr 784: What Really Works When Hiring VPs and Executive Teams with HubSpot Co-Founder and Chairman Brian Halligan and SaaStr CEO and Founder Jason Lemkin The success rate for executive hires at high-growth SaaS companies can be surprisingly low - you're often lucky if 50-60% of your management team works out long-term. In a recent conversation between HubSpot Chairman and co-founder Brian Halligan and SaaStr Founder and CEO Jason Lemkin, they shared their advice on what actually works when h...
Jan 03, 2025•38 min•Transcript available on Metacast SaaStr 783: HubSpot Co-Founder and Chairman Brian Halligan on SaaS Markets and AI (Part 1) SaaStr CEO and Founder Jason Lemkin recently sat down with HubSpot Chairman and co-founder Brian Halligan , who shared valuable insights on the current state of SaaS, evolving board meeting formats, and how AI is reshaping the industry. Here are the key takeaways from part 1 of this interview. 00:00 Introduction and Guest Overview 01:00 Early Days and Growth of HubSpot 02:41 IPO Reflections and Market Insi...
Dec 27, 2024•45 min•Transcript available on Metacast SaaStr 782: How to Train Your Sales Leaders: Key Learnings from HubSpot and BILL with Michelle Benfer Former Head of Revenue at BILL and HubSpot Americas leader Michelle Benfer recently joined us to share her insights on one of the most critical roles in any SaaS organization: the frontline sales manager. Having led sales teams of 500+ at BILL and 800+ at HubSpot, Michelle has unique insights into what makes great frontline managers and why investing in them is crucial for sustainable growth. --...
Dec 20, 2024•42 min•Transcript available on Metacast SaaStr 781: How to Think About Product-Led Growth, Bootstrapping vs VC, and Early Exits with Jason Lemkin At the closing AMA (Ask-Me-Anything) of SaaStr Annual, SaaStr CEO and Founder Jason Lemkin delves into key topics facing SaaS startups including bootstrapping, private equity (PE) opportunities, and achieving product market fit. With practical advice and real-world examples, the Q&A covers critical issues such as growth strategies, funding options, and the dynamics of venture capital. Additi...
Dec 18, 2024•38 min•Transcript available on Metacast SaaStr 780: From Outbound to Channel Partnerships: Your Burning Sales Questions Answered by SaaStr CEO and Founder Jason Lemkin At the closing AMA of SaaStr Annual, SaaStr CEO and Founder, Jason Lemkin shared candid insights about what's really happening in SaaS today. In this Ask Me Anything Part 1, Lemkin answers the questions: What does SaaStr Annual attendee data tell us about the state of SaaS? Is outbound sales dead? When sales slow how do you keep the team motivated and push through? How ...
Dec 13, 2024•42 min•Transcript available on Metacast SaaStr 779: 5 Things That Are Actually Working and 5 Things That Aren’t in B2B SaaS AI with Ironclad's CEO and a16z Ironclad CEO and co-founder Jason Boehmig joined Seema Amble, Partner at Andreessen Horowitz at SaaStr Annual to share their observations on what's currently working – and what's not quite there yet – for Artificial Intelligence (AI) in SaaS. With Ironclad's journey from an AI-first concept in 2014 to a Series E+ company and a16z's extensive portfolio view, their insights offer a v...
Dec 11, 2024•29 min•Transcript available on Metacast SaaStr 778: How to Leverage Pricing and Packaging to Drive Growth, Revenue, and Profit with Miro, Loom, OpenAI, and Splunk Pricing is more than just a number on a contract — when used thoughtfully, it can become a strategic tool for your SaaS product that can drive product adoption, customer satisfaction, and business growth. At this year’s SaaStr Annual AI Summit, Akshay Sharma, Head of Pricing and Monetization at Miro , chats with a panel of experts, including Janie Lee, Head of Product at Loo...
Dec 04, 2024•31 min•Transcript available on Metacast SaaStr 777: The Rise of Vertical SaaS: Achieving 110% NRR from SMBs with Mangomint's CEO Join SaaStr CEO and Founder, Jason Lemkin, and CEO of Mangomint, Daniel Lang, as they dive into the booming world of vertical SaaS. Discover why software tailored for niche industries like salons and spas is gaining traction. Daniel shares insights on the evolution of salon software, the impact of embedded financial services, and the challenges and strategies around customer onboarding and retention. Learn a...
Nov 27, 2024•32 min•Transcript available on Metacast SaaStr 776: How to Successfully Bring AI Products to Market at Scale with GitHub’s CRO Elizabeth Pemmerl Join Elizabeth Pemmerl, Chief Revenue Officer at GitHub, as she shares an in-depth look at GitHub's journey with CoPilot and its growth from an internal tool to a widely adopted AI product. With nearly a decade of experience at GitHub, Elizabeth discusses the importance of customer feedback, iterative development, and scalable strategies for product and team growth. Learn about the challenges...
Nov 21, 2024•29 min•Transcript available on Metacast SaaStr 775: If You Fall Off the Venture Track, At Least Stay on The PE Track with Andy Wilson CEO Logikcull and SaaStr CEO Jason Lemkin In this episode of the SaaStr podcast, Jason Lemkin and Andy Wilson dive deep into the topic of selling your SaaS company to private equity. From initial discussions in 2012-2013 to strategic exits and lucrative sales, Andy shares valuable lessons learned from his own journey. Key takeaways include the impact of private equity on the SaaS industry, essential tac...
Nov 15, 2024•46 min•Transcript available on Metacast SaaStr 774: The Vertical SaaS Rocketship: Samsara's CEO and Co-Founder Sanjit Biswas and SaaStr CEO and Founder Jason Lemkin on Samsara's Journey to $1.26 Billion in ARR! SaaStr CEO and Founder Jason Lemkin has an exclusive conversation with Sanjit Biswas, founder and CEO of Samsara and a two-time entrepreneur with over 20 years of experience. Sanjit shares insights on the growth of Samsara, a leading vertical SaaS company that's disrupting the industry by growing 36% and reaching $1.26 billion ...
Nov 13, 2024•46 min•Transcript available on Metacast 
