Dear SaaStr: As a VC, if you could go back to your operational experience (as part of a hyper-growth startup), then what would you remind yourself to take note of? My top list: Slow down big decisions — when you aren’t sure. You have to move fast and break things, but...
Our AI SDR just booked a sponsor meeting for us (six figure deal) on Saturday night at 6:02PM while we were out to dinner 0 humans would do this pic.twitter.com/dJ8vAFolhC — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) October 19, 2025 The Customer Meeting That...
Medha Agarwal is a Partner at Defy VC, where she focuses on investments in AI-first and vertical SaaS companies. She shares insights at SaaStr AI Summit 2025 from the front lines of AI-first product pricing, exploring why traditional SaaS models are declining in favor...
Dear SaaStr: My startup is nearing the end of its runway – and I found out my CEO has been taking money from the company. What should I do? Unfortunately, this is a little more common than you think. Maybe even more common today than a few years back, as VC...
Times are good But Navan IPO’ing at ~$5B at ~$800M ARR run rate And JAMF selling for ~$2B at 3x ARR Well, they do make me wonder about some VC rounds these days — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) October 31, 2025 The Nasdaq hit another all-time high this...
Dear SaaStr: Should a Startup Founder Handle Sales Themself When First Getting Started? The answer is yes – 95% of the time. The “best” sequence for building a repeatable sales engine is roughly: The CEO/founder should close at least the first 10 (or 20 or...
Why 450K+ monthly downloads and Y Combinator backing signal this is the developer tool AI product builders have been waiting for Here’s a question every B2B founder building with AI has wrestled with: How do you get ChatGPT-quality UX into your own product...
We’ve been running SaaStr’s AI-powered pitch deck analyzer for a few months now, and we’ve graded and analyzed over 1,600 (!) pitch decks. The pattern is clear and honestly pretty brutal: founders are building fundamentally strong companies that...
Dear SaaStr: As a Co-Founder, When Do You Know It’s Time to Quit? You don’t. Why? Because 50% or more of the time, it’s because you are tired. And when you’re tired, you don’t always make the right decisions. Before you quit: Talk to 2–3 mentors you trust. See...
SaaStr’s new AI VC has been a big hit already with founders: they’ve already uploaded, 1542+ VC pitch decks to it we’ve done over 556,387 (!) startup valuations And … we’ve also been quietly doing founder <-> VC automated AI intros...
