The Official SaaStr Podcast: SaaS | Founders | Investors

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, Foun...

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...

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...

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 dyna...

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, fr...

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 significa...

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, T...

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...

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 expe...

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, b...

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 Synthe...

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,...

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 confe...

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 th...

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,...

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 b...

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 Emerg...

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...

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 Hall...

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 Intro...

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...

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 cri...

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 S...

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...

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...