The latest from the 20VC x SaaStr collaboration with Harry Stebbings, Jason Lemkin, and Rory O’Driscoll Anthropic sued the federal government this week. Oracle and OpenAI scrapped plans to expand their flagship Stargate data center. Meta immediately said...
Google just closed its $32 billion acquisition of Wiz. It’s the largest cybersecurity acquisition ever, the largest Google acquisition ever, and one of the largest B2B acquisitions period. And Wiz has four co-founders. Not one. Not two. Four. Assaf Rappaport,...
Dear SaaStr: What are the different strategies to retain an angry customer? Let’s start with one important learning: angry customers usually aren’t lost customers. If they’ve already decided to leave you for another vendor, they generally just go dark instead. So you...
May 12-14. SF Bay (San Mateo County Events Center). 40 acres. 300+ sessions. 10,000+ B2B and AI leaders. SaaStr AI Annual is 60 days away, and two clocks are ticking down fast: the final speaker submission window and the final custom sponsorship deadline. Last Chance...
I’ve been talking to a lot of B2B and AI leaders lately, and there’s a narrative I keep hearing from incumbents that’s starting to worry me: “We’re the system of record. We’re safe.” They’re not wrong per se. Not...
Dear SaaStr: I keep hearing about “vibe coding” and founders building their own internal tools with AI. But we already pay for a bunch of B2B products. When does it make sense to vibe code something yourself vs. just buying an off-the-shelf product? Great...
Congratulations! You shipped a big AI feature. You hired a “Head of AI.” You built a copilot. Your deck has a whole slide on your AI strategy with a nice gradient and some neural network imagery. None of that matters. Here’s what matters: Did it move...
Most public B2B companies right now are either decelerating or apologizing for it. Cloudflare is doing the opposite. In Q4 2025, Cloudflare reported $614.5M in revenue, up 34% year-over-year — on top of already being a $2.4B+ ARR business. That’s not a small...
Dear SaaStr: I Want to Roll Out an AI SDR. How Do I Start? First, get clear on what you’re actually buying — and what it actually does. We’ve now been running AI SDRs at SaaStr for over a year. Multiple platforms. Real data. Real pipeline. And the honest...
We published a piece the other day — “The Wave of AI Agent Churn To Come: Prompts Are Portable” — and the responses were sharp and fierce. Especially: “OK, I get it. But is MY AI category actually at risk?” Every AI agent founder...
