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PODCAST

The Official SaaStr Podcast: SaaS | Founders | Investors

The Official SaaStr Podcast is the latest and greatest from the world of SaaStr, interviewing the most prominent operators and investors to discover their tips, tactics and strategies to attain success in the fiercely competitive world of SaaS. On the side of the operators, we center around getting from $0 to $100m ARR faster, what it takes to scale successfully and what are the core elements of hiring. As for the investors, we learn what metrics they hone in on when examining SaaS business, what

technology

All Episodes

31:50

SaaStr 819: Swapping Notes on the AI Revolution in...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/09/10

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 companies to share notes and stories on what's working in AI. In this episode, we swap notes with G2's CMO,

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30:57

SaaStr 818: Anthropic, Cursor, Fal & Bessemer: The...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/09/05

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 Changing Metrics 02:20 - The New Economics: Margins, Growth, and Pricing 04:41 - Usage-Based Models & The

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48:04

SaaStr 817: What Happens When AI Kills Your SaaS...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/08/27

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 now only do AI deals (and what that means for traditional SaaS) The real reason $100M revenue companies

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31:48

SaaStr 816: PLG to Enterprise to SMB: Insights from...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/08/20

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 aligning product development with customer needs. The conversation also delves into how Calendly plans to

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31:52

SaaStr 815: Redpoint Ventures Playbook: How Top VCs...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/08/13

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 support, and the rapid scaling of AI startups. Jacob also talks about how venture capital strategies

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41:54

SaaStr 814: How to Build Top-Performing Sales Orgs...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/08/06

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. Learn key principles for hiring the right candidates, fostering thriving teams, maintaining customer

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32:39

SaaStr 813: From Startup to $11B: ServiceTitan's CRO...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/07/30

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 interactions and pivotal moments leading to ServiceTitan’s massive success. The episode underscores the

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47:20

SaaStr 812: What’s Working Now: AI’s Real Impact on...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/07/23

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 required to achieve high-quality outputs with AI. They share specific examples of what's working, the

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41:12

SaaStr 811: Marketing in the Age of AI with Wiz's CMO...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/07/16

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 building brand awareness and solving customer pain points. Learn about the innovative tactics she's employed

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38:13

SaaStr 810: AI and the Bottom Line, How Canva Turns...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/07/10

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 this episode, Rob delves into his strategic approach to scaling Canva's enterprise business while

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38:13

SaaStr 809: Why Enterprise AI Adoption Is Moving...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/07/02

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, the integration of AI to automate complex tasks, and the emergence of new paradigms for businesses

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25:32

SaaStr 808: AI and Cybersecurity: Scaling Rubrik to a...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/06/25

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 resilience, their approach to scaling with multiple product pillars, and their unique use of hackathons to

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39:44

SaaStr 807: Snowflake's CEO on the AI Data Cloud,...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/06/18

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 be the AI Data Cloud and how Observe integrates with Snowflake to provide scalable analytics. With

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45:53

SaaStr 806: How The Smartest Founders Are Already...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/06/15

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 perspective. Together they discuss various applications of AI in content creation, customer support, and

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34:04

SaaStr 805: CRO Confidential - 5 Ways AI Has Already...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/06/11

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 organizational efficiency. Explore key topics like leveraging AI for demand generation, advanced meeting

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52:00

SaaStr 804: AI and The Future of Sales, Marketing &...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/06/04

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 evolving customer expectations. Gain valuable insights into creating urgency, leveraging AI to enhance

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59:20

SaaStr 803: AI, Sales + GTM in 2025/2026: This Really...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/05/28

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 dollars. The discussion covers Kyle’s background and his insights into implementing AI in sales

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34:02

SaaStr 802: SaaS + AI: It’s Time to Move Much Faster...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/05/21

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 to move faster, re-skill their teams, and adopt AI-first strategies to stay competitive. Hear real-world

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47:11

SaaStr 801: AI, M&A, and the Future of SaaS: Lessons...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/05/02

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 on how AI is transforming enterprise software. Learn about Salesforce's major acquisitions like Tableau

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01:03:39

SaaStr 800: 10 Ways AI Is Going to Change Sales. For...

The Official SaaStr Podcast: SaaS | Founders | Investors ·

2025/04/25

SaaStr 800: 10 Ways AI Is Going to Change Sales. For Real with SaaStr CEO and Founder Jason Lemkin

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