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20VC x SaaStr: Washington Lifts the Fable 5 Ban, Sam Floats Handing the Government 5%, and Why Every Tech Giant Is Racing to Become the Next IBM
With Harry Stebbings, Jason Lemkin, and Rory O’Driscoll We’re back in the studio. Or at least the Riverside. On the docket this week: Washington lifting the 19-day Fable 5 ban and what a structured pre-approval process means for shipping models going forward. OpenAI floating the idea that every frontier lab hand the U.S. government a…
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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
How Gamma Hit $100M ARR With a Team of 50: CEO Grant Lee’s Top 4 Lessons. And Top 5 Mistakes
Gamma is the anti-PowerPoint. Grant Lee and two former Optimizely colleagues set out to kill the blank page problem, and five years later they’re at $100M ARR, 50 million users, and 600,000 paying subscribers. Profitably. With a team of 50. They did the bulk of that with zero sales and zero marketing spend. Growth came…
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Blog Posts, Career Growth & Advice, Early, Fundraising, Leadership, Q&A
Dear SaaStr: Our VC Is Encouraging Us to Hire Aggressively and Increase the Burn Rate. Should We Listen to Them?
Dear SaaStr: Our VC Is Encouraging Us to Hire Aggressively and Increase the Burn Rate. Should We Listen to Them? In my experience, about 66-70% of the time this is bad advice, especially if it is coming from a Very Large VC. Not always. But more often than not. Why? Because you pretty much know…
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Eric Yuan, CEO & Co-Founder of Zoom
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Schmoozing Is Dead, Agents Are Hitting 120% of Humans, and Growth Is the Only Thing That Matters: 10 Things From the Closing Q&A at SaaStr AI Annual 2026
We just wrapped SaaStr AI Annual 2026, and the closing Q&A on Day 3 ended up being one of the most engaged of the whole gathering. No script, no prepared deck, just an hour-and-a-half of questions from the audience on the topics most on their mind....
Dear SaaStr: What Was the Toughest Rejection You Ever Had in Sales?
Dear SaaStr: What Was the Toughest Rejection You Ever Had in Sales? The hardest rejection I’ve had in sales was around renewals. Especially ones I thought we really had earned. But still lost. In particular, in the early days of EchoSign / Adobe Sign, we had a...
Dear SaaStr: What Is the Playbook for a Successful Customer Success Team?
Dear SaaStr: What Is the Playbook for a Successful Customer Success Team? A good playbook for customer success is all about driving retention, expansion, and customer happiness while making it scalable: Hire Truly Product-Savvy Customer Success Managers at First Focus...
AI at Scale: 8 Learnings from monday.com Co-Founder and Co-Ceo Eran Zinman
monday.com Co-CEO and Co-Founder Eran Zinman recently sat down with SaaStr CEO and Founder Jason Lemkin to share his insights on their journey, including how they’ve leveraged AI, maintained growth, and expanded into multiple product lines.
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 did a vibe check into the state of SaaS, AI, venture funding, and the rollercoaster of building a business in 2025.
Dear SaaStr: Can an Entrepreneur Back Out of a Signed Term Sheet Without Damaging Their Reputation?
Dear SaaStr: Can an entrepreneur back out of a signed term sheet without damaging their reputation? In my experience — Yes, probably. As a founder, you can back out of a term sheet if something is off, or even if you just get another offer you prefer. There is a lot...
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