The Official SaaStr Podcast: SaaS | Founders | Investors
The Official SaaStr Podcast features interviews with top operators and investors in the SaaS industry. It covers strategies for scaling from $0 to $100m ARR, hiring best practices, and key metrics investors look for. The podcast aims to help founders and entrepreneurs succeed in the competitive SaaS landscape.
Episodes
SaaStr 865: The Agents #008: Agents Are Merging, Not Multiplying. Plus, Sam Blond on Why Outbound Isn't Dead.
SaaStr 865: The Agents #008: Agents Are Merging, Not Multiplying. Plus, Sam Blond on Why Outbound Isn't Dead. Everyone told you the future is 100 specialized agents, one for every job. That's not what's happening at SaaStr AI. Their AI VP of Finance didn't get its own app. It moved in with the AI VP of Marketing. The agents are collapsing into each other, sharing knowledge, sharing context, going
SaaStr 864: How to Build Your Own AI VP of Marketing Step-by-Step with SaaStr's Chief AI Officer
How to Build Your Own AI VP of Marketing Step-by-Step with SaaStr's Chief AI Officer SaaStr's CAIO Amelia LeRutte built 10K, SaaStr's AI VP of Marketing, live on stage at SaaStr AI Annual 2026 - and you can follow along and build your own right now. 10K started as a simple dashboard in January. Five months later it runs autonomous email campaigns, generates daily marketing ideas grounded in real
SaaStr 863: The Enterprise AI Reality Check: From Dashboard Graveyards to 30-Day Migrations with Databricks' Co-Founder and SVP of Field Engineering
SaaStr 863: The Enterprise AI Reality Check: From Dashboard Graveyards to 30-Day Migrations with Databricks' Co-Founder and SVP of Field Engineering Every Fortune 500 CEO has told their team that if they are not using AI, they are behind. So now every employee is token-maxing, spend is going up, and almost nobody can tell you what they are getting out of it. That is the reality Databricks sees fr
SaaStr 862: The Dashboard Is Dead: What Snowflake's CMO Does Instead
The Dashboard Is Dead: What Snowflake's CMO Does Instead Denise Persson runs a 700-person marketing organization at one of the most data-rich companies on the planet, and she does not start her morning by logging into a dashboard. She interrogates her data directly, gets answers to questions she used to have to Slack three people about, and moves on. No meetings about the numbers. No debates about
SaaStr 861: Our AI Agent Negotiated a Vendor Renewal, Became a CFO and a Better SDR .. But Does He Have Too Many Guardrails?
The Agents #007: Our AI Agent Negotiated a Vendor Renewal, Became a CFO and a Better SDR .. But Does He Have Too Many Guardrails? Episode 7 of The Agents, SaaStr's weekly show on the trials and tribulations of running a company with 21 AI agents, 3 humans, and a dog. This week Jason and Amelia debrief life after SaaStr AI Annual and discover that the agents didn't slow down just because the event
SaaStr 860: Tired vs. Wired: $4 Trillion in IPOs Coming, $100B in M&A, and Why the SaaSpocalypse is Over
Tired vs. Wired: $4 Trillion in IPOs Coming, $100B in M&A, and Why the SaaSpocalypse is Over The public markets spent the last twelve months telling you B2B software was finished. Stocks down 60 to 70 percent. PE firms buying nobody. For the first time in history, software trading at a discount to the S&P 500. And at the exact same moment, Anthropic is projecting $50 billion in revenue, Cursor is
SaaStr 859: The $257 Employee: What Agents That Actually Work Look Like Right Now with Replit's CEO and Founder
SaaStr 859: The $257 Employee: What Agents That Actually Work Look Like Right Now with Replit's CEO and Founder Everyone's talking about agents. Almost nobody is running them the way Jason Lemkin is. At SaaStr, two AI employees - 10K, the autonomous VP of Marketing, and QB, the AI VP of Customer Success - ran a significant chunk of this event. They emailed 331 investors with individually research
SaaStr 858: Feature Differentiation Is Dead. Here's What Actually Wins Now with Lovable's Elena Verna
Feature Differentiation Is Dead. Here's What Actually Wins Now. When AI writes 80-plus percent of your code, the feature advantage you spent years building can be replicated in a day. Elena knows this better than most - she spent 15 years running growth at Dropbox, Miro, SurveyMonkey, and Amplitude, then joined Lovable and watched the old playbook stop working in real time. At Lovable, $400M ARR a
SaaStr 857: The Agents #006 Inside SaaStr's 20+ AI Agent Stack: 2.25M Sessions, 614 Meetings, $2M in Revenue
20+ AI agents in daily production. 2.25M sessions. 614 meetings booked by a single agent. Millions of interactions across the stack. Amelia Lerutte, Chief AI Officer at SaaStr, and Jason Lemkin, Founder and CEO of SaaStr, take you behind the scenes of the AI agent stack running SaaStr every day, with live demos of the actual backends. In this session, they go deep on the top agents in production:
SaaStr 856: AI-Native GTM 101: The 5 Decisions Every Founder Has to Get Right with Owner's CRO
Owner.com is approaching $100M ARR selling to independent restaurants and their GTM team is producing numbers that shouldn't be possible. $150K AEs closing $2M+ ARR per year. Outbound BDRs generating $100K in closed-won ARR per BDR per month. 4X the ARR per rep compared to direct competitors. None of that happens by accident. In this session, Kyle Norton, CRO at Owner.com, breaks down the exact A
SaaStr 855: How Anthropic Rebuilt Its Sales Org From Scratch When Demand Went Vertical with Eleanor Dorfman, Anthropic Head of Industries
SaaStr 855: How Anthropic Rebuilt Its Sales Org From Scratch When Demand Went Vertical with Eleanor Dorfman, Anthropic Head of Industries When Claude Opus 4.6 shipped in December 2025, Anthropic's commercial team came back from winter break to find demand had gone vertical. They hadn't hired for it. They hadn't planned for it. As Eleanor Dorfman, Anthropic's Head of Industries who runs the comm
SaaStr 854: The Agents #005, Our AI is Hiring! Would You Work for One? And Are Autonomous Agents ... Safe?
The Agents #005, Our AI is Hiring! Would You Work for One? And Are Autonomous Agents ... Safe? Welcome to The Agents, where SaaStr's CEO and Founder, Jason Lemkin and Chief AI Officer, Amelia LeRutte share the latest each week on running a company with more agents than humans. It costs $257 a month to run two AI VPs. Jason and Amelia open the books on what 10K (AI VP of Marketing) and QB (AI VP
SaaStr 853: The Agents #004: Tragedy Apps, Too Many AI SDRs, and Why Your Next Hire Should Report to an Agent
SaaStr 853: The Agents #004: Tragedy Apps, Too Many AI SDRs, and Why Your Next Hire Should Report to an Agent Your AI SDR pitches are getting better, but your AI PR pitches are getting you blocked. Jason and Amelia break down why the gap between good and great agents is the difference between pipeline and the spam folder. Then they introduce "tragedy apps," the term for products that had every ad
SaaStr 852: The Agents #003, Our Agent Now Runs Campaigns on Weekends, Plus Why We Pay More for Salesforce Than Ever Before
SaaStr 852: The Agents #003, Our Agent Now Runs Campaigns on Weekends, Plus Why We Pay More for Salesforce Than Ever Before Here's the updated version: This week on The Agents, SaaStr CEO & Founder Jason Lemkin and SaaStr CAIO Amelia Le Rutte dig into what it actually looks like when your AI VP of Marketing starts running campaigns on its own, segmenting lists, writing copy, and asking if you've
SaaStr 851: The Agents, Episode 002. Managing 20+ AI Agents: Lazy Agents, Stealth Churn & the Death of 60% Solutions
SaaStr 851: The Agents, Episode 002. Managing 20+ AI Agents: Lazy Agents, Stealth Churn & the Death of 60% Solutions In Episode 2 of The Agents, Amelia Lerutte, Chief AI Officer at SaaStr, and Jason Lemkin, Founder and CEO of SaaStr, share the trials, tribulations, victories, and minor defeats of managing 20+ AI agents in production. With three humans and 20+ AI agents now driving more revenue a
SaaStr 850: The Agents, Episode 1: Who Maintains All This?
SaaStr 850: The Agents, Episode 1: Who Maintains All This? Welcome to The Agents, a new weekly series where Amelia Lerutte, Chief AI Officer at SaaStr, and Jason Lemkin, Founder and CEO of SaaStr, pull back the curtain on everything happening across SaaStr's live agentic stack. Every week, all the bumps, breakthroughs, and real talk from running 20+ AI agents in production. In the debut episode
SaaStr 849: How We Built Our AI VP of Customer Success with SaaStr's CEO and CAIO
SaaStr 849: How We Built Our AI VP of Customer Success with SaaStr's CEO and CAIO Amelia and Jason walk through QB1, SaaStr's vibe-coded AI VP of Customer Success that started as a simple sponsor portal replacement and evolved into a fully agentic customer management system. The result: 70% fewer billable hours, 10x more customer engagement, and a hundred sponsors getting hyper-personalized weekl
SaaStr 848: How AI Is Rewiring Sales: Quota, Retention & What's Actually Working with SaaStr, Salesforce and Mangomint
SaaStr 848: How AI Is Rewiring Sales: Quota, Retention & What's Actually Working with SaaStr, Salesforce and Mangomint In this episode, three revenue leaders at very different stages of AI adoption get real about what's actually working, what's embarrassingly broken, and why nobody should be doubling quota just yet. Panelists: Greg Beltzer — Chief Customer Officer, AgentForce (Salesforce) Ashl
SaaStr 847: How MangoMint Increased Win Rates with an AI-Powered Stack
What happens when you go all-in on AI tools in a completely remote organization at scale? That's where Marchelle Mooney, VP of Sales at MangoMint, found herself. MangoMint is vertical SaaS for salons and spas with a ~$4K ACV and a five-day sales cycle. Not exactly the profile you'd expect to be running one of the most disciplined remote revenue organizations in SaaS. But Marchelle's team is cl
SaaStr 846: 10 Things to Know Before You Deploy Your First AI SDR with SaaStr's CEO and CAIO
SaaStr 846: 10 Things to Know Before You Deploy Your First AI SDR with SaaStr's CEO and CAIO If you're about to roll out your first AI SDR, or you're on your second or third deployment and still not getting the results you want, this one's for you. Amelia Lerutte, SaaStr Chief AI Officer, and Jason Lemkin, SaaStr CEO and Founder, walk through everything they've learned from running 20+ AI agents
SaaStr 845: How SaaStr Built a $5 million Pipeline Machine with 1.5 Humans and 20 AI Agents with SaaStr's Chief AI Officer and Momentum from Salesforce's VP of GTM
SaaStr 845: How SaaStr Built a $5 million Pipeline Machine with 1.5 Humans and 20 AI Agents with SaaStr's Chief AI Officer and Momentum from Salesforce's VP of GTM Amelia LeRutte, SaaStr's Chief AI Officer (and the person Jason Lemkin calls "the AI Agent Whisperer"), breaks down exactly how she went from managing a 10-person team to running 20 AI agents that generated $4.8M in additional pipeline
SaaStr 844: The Top 5 Issues Managing Multiple AI Agents in Production with SaaStr's CEO and Chief AI Officer
The Top 5 Issues Managing Multiple AI Agents in Production Managing 1-2 AI agents? Easy. Managing 20+? That's a different game entirely. After 9+ months running nearly 30 AI agents in production at SaaStr, we've learned what actually breaks at scale - and nobody's talking about it. This isn't about deployment tips or vendor selection. This is about the brutal realities that only emerge when you'r
SaaStr 843: Software Stocks Have Massively Crashed. Here's What Founders Need to Know.
SAASTR 843: Software Stocks Have Massively Crashed. Here's What Founders Need to Know. SaaStr founder and CEO Jason Lemkin joins the TBPN show for a wide-ranging conversation on the state of SaaS, AI, and venture capital. Jason shares how he shrunk his team from 15 to 3 people by going all-in on AI agents, why he's lost patience with companies that haven't re-accelerated growth, and the real ec
SaaStr 842: The 90/10 Rule for AI Agents: What to Build vs Buy with SaaStr's CEO and CAIO
SaaStr 842: The 90/10 Rule for AI Agents: What to Build vs Buy with SaaStr's CEO and CAIO SaaStr's Chief AI Officer, Amelia Lerutte, and SaaStr CEO & Founder Jason Lemkin break down SaaStr's evolving 90/10 rule for AI agents and apps: buy 90% off the shelf, build the 10% you can't find. In this episode, they walk through two recently built tools: an internal AI VP of Marketing and an external-f
SaaStr 841: Going From Blobs to Billions. Clay's Co-Founder Breaks Down Inbound, Outbound, and AI-Powered Sales.
SaaStr 841: Going From Blobs to Billions. Clay's Co-Founder Breaks Down Inbound, Outbound, and AI-Powered Sales. Clay's Co-Founder Varun Anand takes the stage at SaaStr to break down how the company went from paying for claymation blobs before generating any revenue to powering growth workflows for companies like Cursor, Anthropic, and Figma. He explains why brand has always been core to Clay's i
SaaStr 840: From 1 Agent to 20+: The Reality of Managing Multiple AI Agents Across Your GTM with SaaStr's CEO and CAIO
SaaStr 840: From 1 Agent to 20+: The Reality of Managing Multiple AI Agents Across Your GTM with SaaStr's CEO and CAIO Eight months and 20+ AI agents later, what does managing a multi-agent GTM stack actually look like day to day? SaaStr's CEO and Founder, Jason Lemkin, and SaaStr's Chief AI Officer, Amelia Lerutte, get candid about what's working, and what's not. $4.8M in additional pipeline l
SaaStr 839: Why Most SaaS Companies Will Fail at AI (And How to Avoid It) with Intercom's CPO
SaaStr 839: Why Most SaaS Companies Will Fail at AI (And How to Avoid It) with Intercom's CPO The Brutal Truth About Transforming a SaaS Company into an AI Company Intercom's Chief Product Officer, Paul Adams, shares the unfiltered story of how they transformed from a struggling SaaS company with 5 quarters of declining growth into an AI-first company with a breakthrough product (Fin) that now h
SaaStr 838: The Present and Future of AI in Sales and GTM with SaaStr's CEO and Owner's CRO
SaaStr 838: The Present and Future of AI in Sales and GTM with SaaStr's CEO and Owner's CRO Jason Lemkin on Going All-In on AI Agents: 20 Agents, Zero SDRs, and the Death of Mid-Pack Sales Jason Lemkin, Founder and CEO of SaaStr, sits down with Kyle Norton, CRO at Owner, to share the raw story of how frustration with sales team turnover pushed him to deploy 20 AI agents in under a year, and why
SaaStr 837: 10 Things To Do Right Now to Become AI Native with Filevine's CEO & Founder
SaaStr 837: 10 Things To Do Right Now to Become AI Native with Filevine's CEO & Founder Ryan Anderson, Co-Founder and CEO of Filevine, shares the playbook for how his legal tech company successfully transitioned from a traditional SaaS business to an AI-native company, now generating more new revenue from AI products than their core SaaS platform. With 6,000 customers, 700 employees, and $200M+
SaaStr 836: The Step-By-Step Playbook for Building AI-Powered GTM Teams with Personio's CRO
SaaStr 836: The Step-By-Step Playbook for Building AI-Powered GTM Teams with Personio's CRO Philip Lacor, CRO of Personio, shares his company's journey to building an AI-powered go-to-market motion, including 5 critical lessons learned and 4 real-world use cases delivering measurable results. In this podcast, Philip breaks down: ✅ The 5 lessons for AI transformation: top-down + bottom-up motion,
SaaStr 835: AI + B2B in 2026: Find the Tailwinds or Get Left Behind with SaaStr CEO and Founder Jason Lemkin
SaaStr 835: AI + B2B in 2026: Find the Tailwinds or Get Left Behind with SaaStr CEO and Founder Jason Lemkin Software spend is set to hit record levels in 2026, but you're not getting any of it unless you change. SaaStr CEO and Founder Jason Lemkin breaks down the paradox facing B2B companies right now: It's never been easier to scale to $100M (for a select few), while everyone else struggles.
SaaStr 834: Why OpenAI Doesn't Pay Sales Commission (And Why It Works) with OpenAI GTM Leader Maggie Hott, and Harry Stebbings, Founder of 20VC
SaaStr 834: Why OpenAI Doesn't Pay Sales Commission (And Why It Works) with OpenAI GTM Leader Maggie Hott, and Harry Stebbings, Founder of 20VC Discover how OpenAI's unique approach to B2B sales compensation is changing the game. In this interview with Harry Stebbings, Founder of 20VC, Maggie Hott, OpenAI GTM leadership, shares her experience at OpenAI, including why they don't pay sales commissio
SaaStr 833: AI and the Death of the 2021 Sales Playbook with SaaStr CEO and Founder Jason Lemkin
SaaStr 833: AI and the Death of the 2021 Sales Playbook with SaaStr CEO and Founder Jason Lemkin Join SaaStr CEO and Founder Jason Lemkin from SaaStr London as we tackle pressing topics in AI and sales during an engaging AMA session. From discussing the evolution of inbound vs. outbound sales to detailing the transformative impact of AI on sales roles and outbound strategies, this session covers
SaaStr 832: How to Use AI to Hyper-Customize Go-To-Market at Scale with SaaStr's CEO and Chief AI Officer
SaaStr 832: How to Use AI to Hyper-Customize Go-To-Market at Scale with SaaStr's CEO and Chief AI Officer In this episode from SaaStr AI London 2025, SaaStr CEO and Founder Jason Lemkin and SaaStr's Chief AI Officer, Amelia Lerutte discuss the implementation and optimization of AI SDRs within various business contexts. They focus on key AI agents used for sales processes, data aggregation, and t
SaaStr 831: How We Use 20+ AI Agents for Marketing & Go-to-Market with SaaStr's Chief AI Officer and CEO & Founder
SaaStr 831: How We Use 20+ AI Agents for Marketing & Go-to-Market with SaaStr's Chief AI Officer and CEO & Founder Join us for part two of our series on leveraging AI tools for Go-To-Market in B2B/SaaS. In this episode, SaaStr's CEO and Founder Jason Lemkin, and SaaStr's Chief AI Officer, Amelia Lerutte discuss the importance and current state of AI in marketing, highlighting their key tech stack
SaaStr 830: 6 Months Later, How Our AI SDRs Actually Work as AI Runs GTM with SaaStr's CEO and Chief AI Officer
SaaStr 830: 6 Months Later, How Our AI SDRs Actually Work as AI Runs GTM with SaaStr's CEO and Chief AI Officer In this episode, SaaStr CEO and Founder Jason Lemkin and SaaStr's Chief AI Officer, Amelia Lerutte delve into their journey of integrating AI into our go-to-market strategy over the past six months. Starting with just one AI agent before SaaStr Annual in May, we've scaled to roughly 20 c
SaaStr 829: A Hands-On Guide to SaaStr's New AI Tools with SaaStr CEO and Founder Jason Lemkin
SaaStr 829: A Hands-On Guide to SaaStr's New AI Tools with SaaStr CEO and Founder Jason Lemkin We delve into the functionalities of our SaaStr AI tools, including the AI Mentor, which has been engaged over 100,000 times, providing answers to various startup-related queries. You'll see a demonstration of how our AI VC tools, including a startup valuation calculator, pitch deck analyzer, and bench
SaaStr 828: The AI Revolution in B2B: Insights from SaaStr CEO Jason Lemkin and SaaStr Chief AI Officer Amelia Lerutte, and Qualified's CEO and Founder Kraig Swensrud
SaaStr 828: The AI Revolution in B2B: Insights from SaaStr CEO Jason Lemkin and SaaStr Chief AI Officer Amelia Lerutte, and Qualified's CEO Kraig Swensrud Join Kraig Swensrud, founder and CEO of Qualified, as he sits down with Jason Lemkin, CEO & Founder SaaStr, and Amelia LeRutte, Chief AI Officer at SaaStr. In this insightful discussion, they explore the current landscape of AI in business, incl
SaaStr 826: Why Only "WTF" Products Can Survive Today with Brett Queener Partner at Bonfire Ventures
Brett Queener is Partner at Bonfire Ventures, a $1B AUM seed-stage fund writing $3-4M checks into application software companies. He was employee #70 at Salesforce.com, where he built go-to-market, launched the AppExchange, and helped scale the company from its earliest days. Previously, he worked at Siebel Systems (the fastest-growing software company of its era) and ran a B2B startup (SmartRecr
SaaStr 825: The State of AI + Software: Where It's Going - Fast
In this comprehensive session, SaaStr CEO and Founder Jason Lemkin dives into the latest trends and developments in AI, particularly in the go-to-market (GTM) sector. The session outlines how innovative AI tools are transforming businesses, from AI SDRs and BDRs to forward-deployed engineers. Leaders in the industry are pushing the boundaries, showing higher growth rates and superior marketing eff
SaaStr 825: How the AI Era Has Directly Impacted Marketing and Sales with Snowflake's CMO and Founding CRO
SaaStr 825: How the AI Era Has Directly Impacted Marketing and Sales with Snowflake's CMO and Founding CRO Join us for an insightful episode discussing the impact of AI on marketing and sales at Snowflake. Hosts Chris Degnan, founding CRO of Snowflake, and Denise Persson, CMO at Snowflake, delve into how AI has revolutionized their operations. They share key learnings from Snowflake's data cloud
SaaStr 824: VC in the AI Era - Exactly What's Getting Funded, Why & When with SaaStr CEO and Founder Jason Lemkin
SaaStr 824: VC in the AI Era - Exactly What's Getting Funded, Why & When with SaaStr CEO and Founder Jason Lemkin In this episode, SaaStr CEO and Founder Jason Lemkin delves into the current state of venture capital (VC) funding, informed by data from over a thousand reviewed pitch decks and approximately 400,000 startup valuations on SaaStr AI. Learn about the latest trends, what VCs are looking
SaaStr 823: Is GTM Really Dead?! with SaaStr CEO Jason Lemkin
SaaStr 823: Is GTM Really Dead?! with SaaStr CEO Jason Lemkin In this episode, Jason Lemkin, SaaStr CEO and Founder, addresses common misconceptions about traditional go-to-market strategies in the age of AI. Despite claims that outbound marketing, SEO, and old-school tactics are dead, the speaker highlights how leading AI companies are successfully employing these methods with minor tweaks. Draw
SaaStr 822: SaaStr's Top 10+ AI Agents: AI SDR, AI BDR, AI RevOps + More: The How, The Who, The Why with SaaStr CEO Jason Lemkin
SaaStr 822: SaaStr's Top 10+ AI Agents: AI SDR, AI BDR, AI RevOps + More: The How, The Who, The Why with SaaStr CEO Jason Lemkin Join us in this comprehensive deep dive into the use of AI agents within SaaStr's operations, as requested by many of our followers. Led by SaaStr CEO and Founder, Jason Lemkin, and SaaStr Chief AI Officer, Amelia Lerutte, we'll detail our journey from having no AI at t
SaaStr 821: Swapping Stories - Building AI-First Companies: Insights from Zapier's CEO and Co-Founder Wade Foster
SaaStr 821: Swapping Stories - Building AI-First Companies: Insights from Zapier's CEO and Co-Founder Wade Foster Join us for an in-depth conversation with Wade Foster, co-founder and CEO of Zapier, on the SaaStr AI Swapping Stories Podcast! Wade shares how Zapier is leading the way in AI-powered automation, the evolution from simple workflows to agentic systems, and why AI fluency is now a must-
SaaStr 820: The Complete Guide to Vibe Coding Without a Developer with SaaStr CEO and Founder Jason Lemkin
SaaStr 820: The Complete Guide to Vibe Coding Without a Developer with SaaStr CEO and Founder Jason Lemkin Join us in this episode as we dive into the world of vibe coding with a prosumer approach. SaaStr CEO and Founder Jason Lemkin shares his extensive journey of building production-ready applications without a developer, using platforms like Replit and Lovable. From initial excitement to har
SaaStr 819: Swapping Notes on the AI Revolution in Marketing with G2's CMO Sydney Sloan
SaaStr 819: Swapping Notes on the AI Revolution in Marketing with G2's CMO Sydney Sloan Welcome to Swapping Notes, a new SaaStr podcast series where we cut through the AI hype and get real about who's doing what with AI in B2B. Amelia LeRutte, Chief AI Officer at SaaStr, and co-host Guillaume Cabane, Co-Founder and General Partner at HyperGrowth Partners, sit down with AI leaders from the compa
SaaStr 818: Anthropic, Cursor, Fal & Bessemer: The Realities of Scaling AI
SaaStr 818: Anthropic, Cursor, Fal & Bessemer: The Realities of Scaling AI Join Talia Goldberg (Bessemer Venture Partners), Kelly Loftus (Anthropic), Jacob Jackson (Cursor), and Gorkem Yurtseven (FaL - Feautres and Labels) as they discuss the evolving landscape of AI, business models, metrics, and the future of generative media. 00:00 - Introduction & Panelist Bios 01:19 - How AI Companies Are Ch
SaaStr 817: What Happens When AI Kills Your SaaS Growth? Live Q&A with SaaStr CEO and Founder Jason Lemkin
SaaStr 817: What Happens When AI Kills Your SaaS Growth? Live Q&A with SaaStr CEO and Founder Jason Lemkin In this Q&A session from SaaStr Annual, Jason Lemkin delivers hard truths about how AI is reshaping the entire SaaS landscape. No sugarcoating, no feel-good platitudes - just the brutal reality of what's happening to B2B companies right now. What You'll Learn: Why 80% of B2B investors
SaaStr 816: PLG to Enterprise to SMB: Insights from Calendly's CEO
Join us as Jason Lemkin, CEO, and Founder of SaaStr, sits down with Tope Awotona, CEO, and founder of Calendly for an insightful AMA session. They discuss Calendly's journey, their success in the Product-Led Growth (PLG) domain, and how it balances self-serve with enterprise sales strategies. Tope shares candid lessons learned from growing Calendly, from managing customer acquisition costs to alig
SaaStr 815: Redpoint Ventures Playbook: How Top VCs Are Really Investing in AI
SaaStr 815: Redpoint Ventures Playbook: How Top VCs Are Really Investing in AI with Jacob Effron, Managing Director of Redpoint Ventures Jacob Effron, Managing Director at RedPoint, discusses the state of AI investing and the rapid advancements in AI technology. He highlights the significant decrease in model costs, increased AI capabilities in applications like coding, voice models, and customer
SaaStr 814: How to Build Top-Performing Sales Orgs with OpenAI's GTM Leader Maggie Hott
SaaStr 814: How to Build Top-Performing Sales Orgs with OpenAI's GTM Leader Maggie Hott Join Maggie Hott, GTM Leader at OpenAI, as she shares her extensive experience in building top-performing sales organizations at SaaStr. With a remarkable career history at Eventbrite, Slack, Webflow, and OpenAI, Maggie distills 15 years of insights into a tactical playbook for building and scaling sales teams
SaaStr 813: From Startup to $11B: ServiceTitan's CRO Breaks Down Their Sales Playbook
In this session, CRO of ServiceTitan, Ross Biestman, and Chemistry's Managing Partner and Co-Founder, Kristina Shen, discuss ServiceTitan's founding principles and growth from a small company to a $11 billion vertical SaaS leader. Together they cover ServiceTitan's mission-driven approach, and its successful adoption of AI for operational efficiency. Ross shares personal anecdotes about customer i
SaaStr 812: What's Working Now: AI's Real Impact on Sales with SaaStr's CEO and Co-Founder, and SVP & GM
SaaStr 812: What's Working Now: AI's Real Impact on Sales with SaaStr's CEO and Co-Founder, and SVP & GM Join Jason Lemkin, CEO and Founder of SaaStr, and Amelia Lerutte, SVP and GM of SaaStr as they dive deep into the practical applications, results, and learnings from integrating AI into sales workflows. This session covers the initial struggles, data preparation, and continuous optimization re
SaaStr 811: Marketing in the Age of AI with Wiz's CMO Raaz Herzberg
SaaStr 811: Marketing in the Age of AI with Wiz's CMO Raaz Herzberg Join us for an insightful discussion with Raaz Herzberg, the Chief Marketing Officer of Wiz, as she dives into her unconventional journey from engineering to leading Wiz's marketing strategy. In this episode, Raaz shares her unique perspectives on how a lack of traditional marketing background shaped her approach, focusing on buil
SaaStr 810: AI and the Bottom Line, How Canva Turns Freemium into Conversions with Canva's CCO Rob Giglio
SaaStr 810: AI and the Bottom Line, How Canva Turns Freemium into Conversions with Canva's CCO Rob Giglio Join John Gleason, founder and managing partner at Success Venture Partners, as he interviews Rob Giglio, Chief Customer Officer at Canva. Rob shares his extensive experience leading customer success, sales, and go-to-market functions at top companies like HubSpot, DocuSign, and Adobe. In thi
SaaStr 809: Why Enterprise AI Adoption Is Moving 5-10X Faster Than Cloud with Box's CEO and Co-Founder, IBM's VP for AI and SaaStr's CEO and Founder
SaaStr 809: Why Enterprise AI Adoption Is Moving 5-10X Faster Than Cloud with Box's CEO and Co-Founder, IBM's VP for AI and SaaStr's CEO and Founder This conversation between Aaron Levie, CEO & Co-Founder of Box, Raj Datta, Global Vice President for Software and A.I. Partnerships at IBM and Jason Lemkin, CEO and Founder of SaaStr, covers the evolution from chat interfaces to digital labor models,
SaaStr 808: AI and Cybersecurity: Scaling Rubrik to a Billion Dollar Enterprise with Rubrik's Co-Founder and CTO
SaaStr 808: AI and Cybersecurity: Scaling Rubrik to a Billion Dollar Enterprise with Rubrik's Co-Founder and CTO In this episode, Kit Colbert, former CTO of VMware and Platform CTO at Invisible, sits down with Arvind Nithrakashyap, Co-founder and CTO of Rubrik, to discuss the company's journey and innovations over the last 11 years. Arvind shares insights into Rubrik's platform for cyber res
SaaStr 807: Snowflake's CEO on the AI Data Cloud, Partner Strategy, and What's Next
SaaStr 807: Snowflake's CEO on the AI Data Cloud, Partner Strategy, and What's Next Join Sridhar Ramaswamy, CEO of Snowflake, and Jeremy Burton, CEO of Observe, in a comprehensive discussion led by SaaStr CEO & Founder, Jason Lemkin. Discover the inner workings of Snowflake's Board, the dynamics of strategic partnerships, and the evolving role of AI in data management. Learn how Snowflake aims to
SaaStr 806: How The Smartest Founders Are Already Winning with AI: SaaStr CEO Jason Lemkin on My First Million
SaaStr 806: How The Smartest Founders Are Already Winning with AI: SaaStr CEO Jason Lemkin on My First Million SaaStr CEO and Founder Jason Lemkin recently returned to HubSpot's My First Million Podcast with Sam Parr and Shaan Puri to do a deep dive on AI and SaaS. It was a fun one because we approached it more from a content creator and end-user perspective than from a software builder perspec
SaaStr 805: CRO Confidential - 5 Ways AI Has Already Changed SaaS Sales Forever with Perplexity's CBO. Hosted by Sam Blond
SaaStr 805: CRO Confidential - 5 Ways AI Has Already Changed SaaS Sales Forever with Perplexity's CBO Dmitry Shevelenko. Hosted by Sam Blond. Join Sam Blond in the latest episode of CRO Confidential live from SaaStr Annual, featuring Dmitry Shevelenko, Chief Business Officer at Perplexity. Dive deep into how cutting-edge AI can transform your go-to-market strategies, sales processes, and organizat
SaaStr 804: AI and The Future of Sales, Marketing & CS with HubSpot CEO Yamini Rangan
SaaStr 804: AI and The Future of Sales, Marketing & CS with HubSpot CEO Yamini Rangan Join us as HubSpot's CEO Yamini Rangan delves into the dynamic landscape of SaaS, discussing the rapid transformations driven by AI. In this insightful session, Yamini shares her experience with pivoting HubSpot's roadmap after the advent of ChatGPT, the increasing role of AI in product development, and the evolv
SaaStr 803: AI, Sales + GTM in 2025/2026: This Really Changes Everything with SaaStr CEO and Founder Jason Lemkin and Owner CRO Kyle Norton
SaaStr 803: AI, Sales + GTM in 2025/2026: This Really Changes Everything with SaaStr CEO and Founder Jason Lemkin and Owner CRO Kyle Norton In this engaging session, we dive deep into how AI is transforming the sales landscape, featuring a conversation between SaaStr CEO and Founder Jason Lemkin and Kyle Norton, the Chief Revenue Officer of Owner, a company recently valued at over a billion dol
SaaStr 802: SaaS + AI: It's Time to Move Much Faster with SaaStr CEO and Founder Jason Lemkin
SaaStr 802: SaaS + AI: It's Time to Move Much Faster with SaaStr CEO and Founder Jason Lemkin Join SaaStr CEO and Founder Jason Lemkin in this compelling podcast that was recorded live from SaaStr Annual, as he discusses the rapid transformation in the SaaS industry driven by AI advancements. Reflecting on changes since last September, Jason emphasizes the necessity for SaaS leaders and companies
SaaStr 801: AI, M&A, and the Future of SaaS: Lessons from Marc Benioff, Chair, CEO & Co-Founder of Salesforce
SaaStr 801: AI, M&A, and the Future of SaaS: Lessons from Marc Benioff, Chair, CEO & Co-Founder of Salesforce Join us for as SaaStr CEO and Founder Jason Lemkin sits down for a conversation with Mark Benioff, the CEO, Chair and Co-Founder of Salesforce. Together, we delve into the practical applications of AI in the B2B space. With 40 billion under Salesforce's belt, this discussion sheds light o
SaaStr 800: 10 Ways AI Is Going to Change Sales. For Real with SaaStr CEO and Founder Jason Lemkin
SaaStr 800: 10 Ways AI Is Going to Change Sales. For Real with SaaStr CEO and Founder Jason Lemkin
SaaStr 799: The Series A Landscape in 2025: Insights from Chemistry VC's Ethan Kurzweil
SaaStr 799: The Series A Landscape in 2025: Insights from Chemistry VC's Ethan Kurzweil SaaStr CEO and Founder Jason Lemkin and Ethan Kurzwiel, previously partner at Bessemer Venture Partners and now founding partner at Chemistry VC, took us through a deep dive of exactly where Series A funding is right now in 2025. Current State of Early-Stage Venture Market The early-stage venture landscape has
SaaStr 798: The Top 10 Reasons to Come to 2025 SaaStr Annual May 13-15 in SF Bay with SaaStr CEO Jason Lemkin
SaaStr 798: The Top 10 Reasons to Come to 2025 SaaStr Annual May 13-15 in SF Bay with SaaStr CEO Jason Lemkin SaaStr Annual is almost here! And we delve into the key reasons why you should attend SaaStr Annual 2025, happening from May 13th to 15th in the SF Bay Area. Learn about the unparalleled networking opportunities, including opt-in one-on-one meetings, braindates, and C-level summits. Discov
SaaStr 797: GTM in 2025: How It's Changed, How It's Changing, and What Hasn't Changed (Yet) with Jason Lemkin and Sam Blond
Join Jason Lemkin and Sam Blond as they discuss the evolving role of AI in sales and marketing. Featuring insights from SaaStr's CRO Confidential Series with Rippling, Databricks, and Toast, this episode explores how AI is reshaping the sales landscape. Learn about the impact of AI on productivity, the effectiveness of cold calls, and how technical sales require specific expertise. Don't miss out
SaaStr 796: The Secrets Inside Google Cloud's Growth with Sarah Kennedy, Vice President Google Cloud Marketing
SaaStr 796: The Secrets Inside Google Cloud's Growth with Sarah Kennedy, Vice President Google Cloud Marketing In our latest episode of the SaaStr What's New series, SaaStr CEO and founder Jason Lemkin spoke with Sarah Kennedy, VP of Google Cloud Marketing. The conversation explores the explosive growth of Google Cloud and what's driving this momentum. Kennedy highlights the critical role AI pla
SaaStr 795: The AI Impact on Banking and Finance with CEO and Co-founder at Treasury Prime, Chris Dean
SaaStr 795: The AI Impact on Banking and Finance with CEO and Co-founder at Treasury Prime, Chris Dean Join SaaStr CEO and Founder Jason Lemkin and Chris Dean from Treasury Prime as they delve into the intricate world of Banking as a Service (BaaS) and FinTech. The discussion spans a host of critical topics, including the fallout from Silicon Valley Bank, the complexities of reconciliation, Synaps
SaaStr 794: The Top 10 Customer Success Metrics Investors Care About in 2025 with Gainsight CEO Nick Mehta
SaaStr 794: The Top 10 Customer Success Metrics Investors Care About in 2025 with Gainsight CEO Nick Mehta Nick Mehta is the CEO of Gainsight, the customer success platform that helps businesses deliver value to customers and drive scalable growth. Over the past 12 years, Nick has met with more than 5,000 companies and hundreds of investors, becoming one of the foremost authorities on custome
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
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 perspe
SaaStr 792: Why I'm Scared to Buy New SaaS Apps Now with SaaStr CEO and Founder Jason Lemkin
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
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
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
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
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 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
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
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