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Artificial Intelligence (AI), Blog Posts
Jason’s Takes on This Week’s 20VC: A 72% Cost Drop on Our Own App, the $100M Acquisition Bar, and DoorDash’s Third Competitor
The decisions behind this week’s headlines: how to price for falling model costs, how to report growth when your percentages are shrinking, and why you need to test whether you’re expanding the TAM or just taking share. On Thursday’s 20VC x SaaStr, Harry, Rory and I covered OpenAI cutting its valuation to $1.25T, Anthropic’s slowing…
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Blog Posts, Exit Strategy
Why Your Revenues Often Only Sort of Matter When You Get Acquired by a Strategic. Even Though They Are Usually How a Deal is Priced
Patrick Collison posted an update on Privy, the wallet infrastructure company Stripe acquired a little over a year ago. The numbers since the deal closed: Assets in Privy wallets up ~25x Monthly active developers up ~3x Revenue up ~9x Nearly $25B a month in transaction volume Ramp, Deel, Klarna, Hyperliquid and thousands of other companies…
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Blog Posts
Dear SaaStr: What Are the First Things VCs Notice When a Team of Founders Starts Pitching to Them?
Their confidence. That’s the first thing you see: Are they confident in their progress? Are they confident in their metrics? Do they know them cold: customer count, ACV, # leads, etc.? Do they have confident, credible, data-driven reasons to meet the plan for this year? Are they confident as a team: do they finish each…
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7+ Tips On How To Build Your First Sales Team. When You Have Zero Experience Building One.
Dear SaaStr: How do you structure a sales team ... when you’ve got zero experience doing sales? Well, first go get some experience with sales. 🙂 At least, close the first 10 customers yourself. If you don’t, you’ll never have any idea how to do it. And the odds your...
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.
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