Wing Ventures interviewed 180+ C-level execs on AI for its new State of the AI in the Enterprise report here. The learnings weren’t radical, but they did quantify a number of interesting observations in AI: #1. 50% of AI Pilots Proceed Into Production A great...
When we started on Replit in mid-2025, the idea you could build a commercial-grade B2B app on it was … a fiction. With very short context windows and limited capabilities, thinking you could vibe code a “Salesforce” was borderline ridiculous. Maybe it still is, But …...
We’re living through something we’ve never quite seen before in B2B software and SaaS. It’s arguably the worst time in our history to be invested in public software stocks. Multiples at all time lows, and crashing hard in 2026. And simultaneously,...
“Can your team ship AI features that make you truly smile? If you don’t smile — your customers won’t either” Traditional B2B software and SaaS is under assault. The leaders are all still growing, but in most cases slower than ever....
Anthropic just released their fourth Economic Index report—2 million conversations analyzed across Claude.ai and their API. Some of this we know, but Anthropic has the data. My top takeaways: #1. AI Helps Your Best People the Most, Not Your Junior Staff. The Data...
So we had a bug in one of our AI Agents the other day. It was still telling people to come to SaaStr AI London 2025 on Dec 1-2. Of course, it already happened. 😅 The issue wasn’t fixing it. The issue was — which agent was saying this?! We have 20+ AI Agents...
The ‘prpsumer’ vibe coding revolution is real. I’m a mass convert. We’ve built 12+ AI-powered apps on SaaStr.ai, and the results have been staggering: 800,000+ total uses across our AI tools 10,000+ used SaaStr.ai to help research and pick their AI agents...
A Cautionary Tale from 2025/2026 Here’s something I never thought I’d have to write about, but after watching it happen three times in a single year (really more than that), it’s time we talked about it openly. I’ve now seen three separate VC...
Ryan Anderson, CEO of Filevine, shared their AI transformation playbook at SaaStr AI London. Here’s the thing: their new AI revenue now exceeds their SaaS revenue on a quarter-over-quarter basis. This is the roadmap. The Filevine Story: 10 Years of Grinding,...
“For Freemium and PLG to work at scale, you probably need millions of folks to use your product. If it’s 1000’s … then go sell it.” Freemium is back. In fact, it’s never been bigger. The Age of AI is build on freemium. ChatGPT is the...
ElevenLabs will probably be worth more than Twilio by mid-2026 Really seems like a missed opportunity there — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) January 13, 2026 ElevenLabs is on track to match Twilio’s current market cap in under 5 years from founding,...
I felt something interesting for the first time last week. Something I haven’t felt yet in my AI Agent journey. I felt like an AI tool was… expensive. Not because it actually was expensive. But because my expectations have fundamentally shifted. Let me...
Most folks deploying AI SDRs and similar tools are doing it all wrong. They think the tool can magically on its own figure out how to sell for you. It can’t. At least not today. None of them can. Here’s what nobody tells you when you’re shopping...
There’s a temptation in AI to always reach for the biggest, most powerful model. The latest release. The premium tier. The one with the best benchmarks. Especially given the incredible pace of competition and innovation in AI + B2B today. And sometimes...
The vibe coding hype cycle has a narrative problem. Every week, someone posts “I built a SaaS in 4 hours!” And technically, they’re not lying. You can absolutely scaffold something that looks like a product in an afternoon. But there’s a...