Episodes
12 years of tape. Every episode is checked claim by claim and playable.
52 episodes in 2025
🎙SAASTR
35m Why OpenAI Doesn't Pay Sales Commission (And Why It Works) with OpenAI GTM Leader Maggie Hott
In this live SaaStr interview, OpenAI GTM leader Maggie Hott joins Harry Stebbings to share operational insights on building high-performance sales organizations, implementing commission-fre…
15 statements 6 featured 2 assessments
🎙SAASTR
54m AI and the Death of the 2021 Sales Playbook with SaaStr CEO and Founder Jason Lemkin
Jason Lemkin explores how the surge in artificial intelligence is transforming B2B software, explaining why traditional sales fundamentals, technical product expertise, and hands-on AI agent…
17 statements 4 featured 5 assessments 1 contradicted
🎙SAASTR
47m How to Use AI to Hyper-Customize Go-To-Market at Scale with SaaStr's CEO and Chief AI Officer
SaaStr CEO Jason Lemkin and Chief AI Officer Amelia Ibarra present an operational playbook on deploying over 20 go-to-market AI agents to scale outbound outreach 32-fold, automate inbound qu…
22 statements 7 featured 2 assessments 1 contradicted
🎙SAASTR
53m How We Use 20+ AI Agents for Marketing & Go-to-Market with SaaStr's CEO and Chief AI Officer
In this masterclass, SaaStr's Jason Lemkin and Amelia demonstrate how deploying over 20 specialized AI agents across marketing and go-to-market workflows allows small teams to dramatically s…
10 statements 2 featured 2 assessments
🎙SAASTR
1h 25m 6 Months Later, How Our AI SDRs Actually Work as AI Runs GTM with SaaStr's CEO and Chief AI Officer
SaaStr's Jason Lemkin and Amelia Ibarra provide an in-depth analysis of their six-month journey deploying twenty AI agents across outbound, inbound, and mid-funnel go-to-market motions. They…
23 statements 9 featured
🎙SAASTR
35m Why Only “WTF” Products Can Survive Today with Brett Queener Partner at Bonfire Ventures
Brett Queener, partner at Bonfire Ventures, explains why traditional SaaS playbooks are obsolete in the AI era and outlines how founders must build transformative 'WTF' products through high…
28 statements 7 featured 1 assessments 1 contradicted
🎙SAASTR
48m The State of AI + Software: Where It’s Going - Fast
In this SaaStr presentation, Jason Lemkin analyzes the profound economic and operational shifts from traditional SaaS to AI-native software, highlighting how hyper-lean teams, Forward Deploy…
27 statements 8 featured 11 assessments 2 contradicted
🎙SAASTR
39m Snowflake's AI Revolution in Sales, Marketing and GTM with Snowflake‘s CMO and Founding CRO
Snowflake CMO Denise Persson and founding CRO Chris Degnan share operational playbooks, agentic workflows, and architectural principles for scaling enterprise artificial intelligence across …
10 statements 4 featured 1 assessments
🎙SAASTR
45m Is The Classic GTM Playbook Really Dead? with SaaStr CEO and Founder Jason Lemkin
SaaStr CEO Jason Lemkin delivers a comprehensive analysis debunking the myth that classic go-to-market strategies are dead, showing how modern B2B companies combine modernized sales playbook…
22 statements 6 featured 6 assessments
🎙SAASTR
53m SaaStr's Top 10+ AI Agents: AI SDR, AI BDR, AI RevOps + More: The How, The Who, The Why
Jason Lemkin and Amelia outline SaaStr's operational journey deploying roughly 20 AI agents across outbound sales, inbound qualification, RevOps, and custom internal workflows. They provide …
22 statements 7 featured 2 assessments 1 contradicted
🎙SAASTR
36m Building AI-First Companies: Insights from Zapier’s CEO Wade Foster
Zapier co-founder and CEO Wade Foster joins SaaStr's Swapping Notes podcast to share practical insights on scaling enterprise AI orchestration, managing autonomous agents, and cultivating co…
11 statements 4 featured
🎙SAASTR
53m The Complete Guide to Vibe Coding without a Developer with SaaStr CEO and Founder Jason Lemkin
SaaStr CEO and founder Jason Lemkin delivers a comprehensive, practical masterclass on 'vibe coding,' dispelling social media hype surrounding effortless AI software creation while sharing a…
24 statements 10 featured 4 assessments
🎙SAASTR
30m Swapping Notes on the AI Revolution in Marketing with G2's CMO Sydney Sloan
In the series premiere of 'Swapping Notes,' SaaStr's Emilio Barut, growth advisor Guillaume Cabane, and G2 CMO Sydney Sloan discuss how generative AI is radically reshaping enterprise softwa…
13 statements 4 featured 2 assessments 1 contradicted
🎙SAASTR
29m Anthropic, Cursor, FaL & Bessemer Venture Partners: The Realities of Scaling AI
Hosted by Bessemer Venture Partners, leaders from Anthropic, Cursor, and Fal examine the fundamental shifts in economics, go-to-market structures, and organizational scaling within the artif…
17 statements 8 featured
🎙SAASTR
47m What Happens When AI Kills Your SaaS Growth? Live Q&A with SaaStr CEO and Founder Jason Lemkin
In this live Q&A session at SaaStr Annual, SaaStr founder Jason Lemkin offers strategic advice on navigating the AI era, detailing how B2B software founders can adapt go-to-market motions, s…
22 statements 6 featured 5 assessments
🎙SAASTR
30m From PLG to Enterprise to SMB: Insights from Calendly's CEO Tope Awotona
In this SaaStr fireside chat, Calendly Founder and CEO Tope Awotona sits down with Jason Lemkin to share actionable insights on scaling a product-led SaaS company, protecting freemium viral …
18 statements 6 featured 2 assessments
🎙SAASTR
30m Redpoint Ventures Playbook: How Top VCs Are Really Investing in AI with Jacob Effron
Jacob Effron, Managing Director at Redpoint Ventures, shares the firm's strategic framework, operational lessons, and case studies for identifying category-defining enterprise AI application…
20 statements 7 featured 4 assessments 1 contradicted
🎙SAASTR
41m How to Build Top-Performing Sales Orgs with OpenAI's GTM Leader Maggie Hott
OpenAI Go-To-Market leader Maggie Hott delivers an actionable blueprint for building and scaling high-performing sales organizations based on her experience across Eventbrite, Slack, Webflow…
15 statements 5 featured 2 assessments
🎙SAASTR
31m From Startup to $11B: ServiceTitan's CRO Breaks Down Their Sales Playbook
In this SaaStr conference session, ServiceTitan Chief Revenue Officer Ross Beesman explains the AI-driven sales operations, customer-centric culture, and multi-vertical expansion strategies …
14 statements 4 featured 6 assessments
🎙SAASTR
46m What’s Working Now: AI’s Real Impact on Sales with SaaStr's CEO and Co-Founder, and SVP & GM
SaaStr leadership Jason Lemkin and Amelia LaRue explore the operational realities of implementing AI across go-to-market workflows, sharing practical strategies for outbound prospecting, con…
21 statements 6 featured
🎙SAASTR
41m Marketing in the Age of AI with Wiz's CMO Raaz Herzberg
Wiz CMO Raaz Herzberg explores how her transition from product engineering shaped an unconventional go-to-market playbook focused on brand awareness, deep technical credibility, and sales al…
18 statements 7 featured 1 assessments
🎙SAASTR
38m AI and the Bottom Line, How Canva Turns Freemium into Conversions with Canva's CCO
Canva Chief Customer Officer Rob Giglio details how the company transitioned from a product-led growth model into an enterprise sales engine while preserving its customer-centric culture. He…
11 statements 3 featured 2 assessments
🎙SAASTR
37m Why Enterprise AI Adoption Is Moving 5-10X Faster Than Cloud with Box 's Aaron Levie and IBM's VP AI
Box CEO Aaron Levie, IBM AI VP Raj, and SaaStr founder Jason Lemkin examine the rapid evolution of enterprise AI, detailing how autonomous agents, proprietary data moats, and generational ad…
12 statements 4 featured
🎙SAASTR
23m AI and Cybersecurity: Scaling Rubrik to a Billion Dollar Enterprise with Rubrik's Co-Founder and CTO
In this SaaStr fireside chat, Rubrik co-founder and CTO Arvind joins moderator Kit Kolbert to discuss how Rubrik scaled into a multi-product, billion-dollar cyber resilience leader and succe…
7 statements 3 featured
🎙SAASTR
37m Snowflake's CEO on the AI Data Cloud, Partner Strategy, and What’s Next
Snowflake CEO Sridhar Ramaswamy and Observe CEO Jeremy Burton join Jason Lemkin to discuss Snowflake's evolution into an AI Data Cloud, the dynamics of consumption-based enterprise sales, an…
20 statements 6 featured 4 assessments
🎙SAASTR
31m 5 Ways AI Has Already Changed B2B Sales Forever with Perplexity's CBO Dmitry Shevelenko
At SaaStr Annual, Perplexity CBO Dmitry Shevelenko and host Sam Blonde discuss how artificial intelligence is fundamentally transforming B2B sales, enterprise productivity, and go-to-market …
22 statements 4 featured 2 assessments
🎙SAASTR
50m AI and The Future of Sales, Marketing & CS with HubSpot CEO Yamini Rangan
In this SaaStr Annual fireside chat, HubSpot CEO Yamini Rangan and SaaStr founder Jason Lemkin explore how artificial intelligence is transforming enterprise software, go-to-market execution…
24 statements 8 featured 3 assessments
🎙SAASTR
57m AI, Sales + GTM in 2026: This Changes Everything with Jason Lemkin and Owner CRO Kyle Norton
SaaStr founder Jason Lemkin and Owner CRO Kyle Norton explore how artificial intelligence is radically reshaping B2B go-to-market strategies, executive leadership, and sales team architectur…
27 statements 7 featured 4 assessments
🎙SAASTR
31m SaaS + AI: It’s Time to Move Much Faster with SaaStr CEO and Founder Jason Lemkin
At SaaStr, CEO Jason Lemkin delivers an urgent keynote warning founders that traditional SaaS playbooks are obsolete, calling for aggressive AI adoption, rapid execution velocity, and radica…
15 statements 6 featured 4 assessments
🎙SAASTR
43m AI, M&A, and the Future of SaaS: Lessons from Marc Benioff, Salesforce CEO, Co-Founder and Chair
Salesforce CEO Marc Benioff joins SaaStr's Jason Lemkin to discuss the shift toward agentic enterprise software, exploring Agentforce deployments, unified data architectures, M&A integration…
21 statements 6 featured 4 assessments
🎙SAASTR
31m The Secrets Inside Google Cloud’s Growth with Sarah Kennedy, Vice President Google Cloud Marketing
In this episode of SaaStr What's New, Google Cloud VP of Marketing Sarah Kennedy and Jason Lemkin discuss the drivers behind Google Cloud's 30% growth, the economics of AI infrastructure, de…
11 statements 5 featured 1 assessments
🎙SAASTR
35m The AI Impact on Banking and Finance with CEO and Co-founder at Treasury Prime, Chris Dean
SaaStr's Jason Lemkin and Treasury Prime CEO Chris Dean discuss the operational realities of banking infrastructure, the aftermath of recent fintech and BaaS collapses, and the practical app…
17 statements 6 featured 1 assessments 1 contradicted
🎙SAASTR
31m The Top 10 Customer Success Metrics Investors Care About in 2025 with Gainsight CEO Nick Mehta
Gainsight CEO Nick Mehta delivers a comprehensive keynote breaking down the top ten customer success metrics and benchmarks venture capital investors evaluate during fundraising diligence. B…
15 statements 5 featured 1 assessments
🎙SAASTR
37m The 10-Point Checklist For When You Sell Your Company With Founder Collective's Dave Frankel
SaaStr's Jason Lemkin and Founder Collective's David Frankel break down a comprehensive 10-point checklist for startup M&A, analyzing buyer psychology, deal execution, and cap table alignmen…
19 statements 4 featured 3 assessments
🎙SAASTR
20m Why I’m Scared to Buy New SaaS Apps Now with SaaStr CEO and Founder Jason Lemkin
SaaStr founder Jason Lemkin details nine reasons why buying B2B software has become an intimidating, high-friction ordeal due to predatory billing, aggressive lock-in, and coercive sales pra…
14 statements 5 featured 3 assessments
🎙SAASTR
39m How Windsurf Built A Billion-Dollar AI Leader and a Winning Sales Machine
In this episode of CRO Confidential, host Sam Blonde interviews Graham Moreno, VP of Worldwide Sales at Codeium, on how the company scaled its go-to-market team from three to 75 people and a…
11 statements 3 featured 1 assessments
🎙SAASTR
31m AI at Scale: 8 Learnings from monday.com Co-Founder and Co-Ceo Eran Zinman
In this SaaStr conversation, monday.com Co-Founder and Co-CEO Eran Zinman shares key strategies behind scaling past $1 billion in ARR, focusing on customer base diversification, multi-produc…
13 statements 4 featured 4 assessments 1 contradicted
🎙SAASTR
22m The Real Data on What it Takes to Go Big and Eventually IPO with Meritech Capital
Alex Clayton and Kathy Choi of Meritech Capital present a data-driven analysis of modern SaaS IPO requirements, examining historical metrics, qualitative standards, and the post-IPO compound…
18 statements 8 featured 12 assessments 1 contradicted
🎙SAASTR
32m The 2025 SaaS Vibe Check: What Founders Need to Know Right Now with SaaStr Founder Jason Lemkin
In this comprehensive 2025 SaaS state of the union, SaaStr founder Jason Lemkin evaluates macroeconomic trends, capital concentration, and changing enterprise budgets while providing founder…
19 statements 6 featured 4 assessments
🎙SAASTR
42m Going Long: How Procore’s Founder Tooey Courtemanche Built a Billon-Dollar SaaS Empire Over 23 Years
In this SaaStr interview, Procore founder and CEO Tooey Courtemanche reflects on his 23-year journey scaling a vertical SaaS empire, navigating economic downturns, expanding into enterprise …
15 statements 5 featured 4 assessments 1 contradicted
🎙SAASTR
22m The Playbook for Going Upmarket with Stripe's CBO and Checkr's COO
In this SaaStr presentation, Stripe Chief Business Officer Jeanne DeWitt Grosser and Checkr Chief Operating Officer Lindsay Scrase outline the strategic playbook for scaling B2B SaaS compani…
15 statements 4 featured 5 assessments
🎙SAASTR
31m From $1M to $3B ARR: Databricks CRO Ron Gabrisko on Scaling a Revenue Rocket Ship
In this episode of CRO Confidential, Databricks Chief Revenue Officer Ron Gabrisko shares how he scaled the company from under $1 million to multi-billion-dollar ARR. He breaks down key go-t…
11 statements 4 featured 1 assessments
🎙SAASTR
22m How to Build a World-Class Customer Success Org: Lessons from Notion's CRO and GitHub's VP of CS
Notion CRO Erica Anderson and former GitHub VP of Customer Success Abbas Haider Ali deliver practical frameworks for scaling, budgeting, and measuring world-class customer success organizati…
9 statements 3 featured
🎙SAASTR
51m The Future of AI in B2B SaaS: Insights from Synthesia and Theory Ventures. Hosted by Jason Lemkin
At SaaStr Digital AI Day 2025, host Jason Lemkin joins Synthesia CEO Victor Ripabelli and Theory Ventures founder Tomasz Tunguz to analyze shifting AI unit economics, enterprise monetization…
26 statements 7 featured 4 assessments
🎙SAASTR
38m The RevOps Playbook: Owner.com CRO’s Secrets to Scaling
Kyle Norton, Chief Revenue Officer at Owner.com, presents a comprehensive framework for building a Revenue Operating System to help high-growth SaaS startups transition from ad hoc chaos to …
14 statements 4 featured
🎙SAASTR
33m 9 Things You Can Do to Grow Faster This Year with SaaStr CEO and Founder Jason Lemkin
In this SaaStr workshop, founder and CEO Jason Lemkin presents nine actionable growth layers to help software companies accelerate revenue in the new year. Lemkin provides practical playbook…
20 statements 8 featured 3 assessments 1 contradicted
🎙SAASTR
34m What to Expect from a New CRO with Kathy Lord, CRO at Zensai
In this SaaStr Workshop Wednesday session, Jason Lemkin and Zensai CRO Kathy Lord break down how founders and incoming revenue executives can prevent misalignment, structure realistic first-…
16 statements 6 featured
🎙SAASTR
22m Going Multi-Product in the Age of AI with CPOs of Webflow, Rubrik, Zoom, and ProductBoard
Moderated by Webflow CPO Rachel Wolan, product leaders from Rubrik, Zoom, and ProductBoard discuss strategies for building, packaging, and scaling defensible AI products while replacing trad…
8 statements 2 featured 1 assessments 1 contradicted
🎙SAASTR
39m 10 Ways Sales is Different in Vertical SaaS with Mangomint's VP of Sales
In this SaaStr Workshop Wednesday session, Mangomint VP of Sales Marcelle Mooney shares ten key insights on scaling vertical SaaS, showing how domain expertise, native product design, fricti…
26 statements 7 featured 1 assessments
🎙SAASTR
46m Adding AI to SaaS: Inside the AI Product Strategies of Figma, Cloudflare, GitHub and Ramp
In this panel discussion, engineering and product leaders from GitHub, Ramp, Cloudflare, and Figma share practical strategies for building and scaling production AI tools. They explore adapt…
26 statements 10 featured 4 assessments
🎙SAASTR
39m Usage-Based Revenue Models: Successes & Pitfalls from Checkr COO Lindsey Scrase on CRO Confidential
In this episode of CRO Confidential, Checkr COO Lindsey Scrase joins host Sam Blonde to discuss scaling usage-based SaaS organizations. They detail actionable frameworks for aligning sales i…
17 statements 6 featured 2 assessments
🎙SAASTR
36m HubSpot Co-Founder Brian Halligan on How to Hire Great VPs and How M&A Really Works
In this in-depth dialogue, HubSpot co-founder Brian Halligan and SaaStr founder Jason Lemkin share critical operational insights on executive hiring, cultivating homegrown talent, mastering …
22 statements 9 featured 2 assessments