by Jason Lemkin | Dec 21, 2025 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
We’ve now been running 20+ AI agents in production at SaaStr since May. And the transformation has been real. With just 2.5 humans + 20 AI agents, we’re now doing the same work and producing the same output as 12+ humans did before. That’s not hype —...
by Jason Lemkin | Dec 21, 2025 | Blog Posts, Career Growth & Advice, Early, Leadership, Marketing, Q&A |
Dear SaaStr: How Do I Compete with a Company that has Unlimited Capital — and I Don’t? First, does your highly-funded competitor have a dominant brand yet? If not, it may not matter. There is no “winner” yet. The #1 brand trumps capital. But if they have...
by Jason Lemkin | Dec 20, 2025 | AI App of Week, Blog Posts
One API. 300+ Models. 60+ Providers. And Why Every AI-Native Startup Needs This. We’ve featured a lot of amazing AI tools in our App of the Week series. But OpenRouter might be the most foundational one yet. Because if you’re building anything with AI —...
by Jason Lemkin | Dec 20, 2025 | Blog Posts, Exit Strategy
So it’s a bit funny, when we started SaaStr we rarely talked about the stage beyond $100m ARR. That’s what it took to go big and IPO. HubSpot, Box, Zendesk, etc. all IPO’d at around that stage. Growing very, very quickly. But around then. Helping you get to $100m...
by Jason Lemkin | Dec 20, 2025 | Blog Posts, Q&A |
Dear SaaStr: We’re At $3m ARR Growing 35%. What Does The Future Look Like? 1. It’s going to be a grind. At 35% growth, you’ll likely double ARR every 2-3 years. That means you could hit $6M ARR in 2 years and importantly,. $12M ARR in 4-5 years. While this isn’t...
by Jason Lemkin | Dec 19, 2025 | Blog Posts, Scale
The B2B markets bifurcated in 2025 — and the laggards all share one thing in common. 2025 has been the year of the Great B2B Bifurcation. On one side: Palantir up 142%. Cloudflare up 80%. MongoDB up 70%. Security stocks printing money. On the other side: HubSpot down...
by Jason Lemkin | Dec 19, 2025 | Artificial Intelligence (AI), Blog Posts
Zendesk just announced the acquisition of Unleash, an Israeli AI-powered enterprise search startup with 70+ connectors to things like Google Drive, Confluence, and SharePoint. The pitch is “permission-based RAG” and AI agents that live inside Slack and...
by Jason Lemkin | Dec 19, 2025 | Blog Posts, Q&A |
Dear SaaStr: Growth Has Slowed for 2 Years Now. What Can I Do To Reignite The Energy? If growth has been slowing down constantly and linearly for two years, you’re in a tough spot, but it’s not hopeless. The key is to break out of the inertia and make bold, decisive...
by Jason Lemkin | Dec 19, 2025 | Blog Posts, Growth, Hiring, Human Resources, Q&A |
Dear SaaStr: We Are Growing Too Fast to Handle the Workload, but We Can’t Afford to Hire New Employees. What’s wrong with our business model? Nothing. We’ve all been there. Almost all of us, at least. In SaaS, this typically happens somewhere between $3m...
by Jason Lemkin | Dec 18, 2025 | Blog Posts
The latest from the 20VC x SaaStr collaboration with Harry Stebbings, Jason Lemkin, and Rory O’Driscoll The TL;DR We’re living through the greatest wealth transfer in venture capital history—and it’s happening because the best companies refuse to go...
