Dear Saastr: As a CEO, How Do You Know That Your New Employee is an A,B, or C Player? You might not at first. So get help. But you’ll get better at this. As a first-time manager, you really won’t have the experience to know really who is an A, B or C player for any...
For most of the past decade-plus, B2B software had a beautiful, almost boring stability to it. You’d build a product. You’d get it to $1M ARR. Then $10M. Then $100M. And the product you were selling at $100M ARR looked … pretty much the same as what you...
SaaStr AI 2026 is running 132% of where we were at this point last year. Tickets are up. Sponsors are up. See everyone in San Francisco, May 12-14. We’ve got the best of the best coming — Databricks, Replit, Agentforce, Lovable, Google Cloud, and so much more....
Chris Clark, Co-Founder and COO of Open Router, sits at one of the most unique vantage points in AI — running the world’s largest AI gateway, processing over a trillion tokens per day across 70+ providers. Here’s what he’s actually seeing in the...
Dear SaaStr: A big customer payed for a year but doesn’t use the product. Should I just mark them as churned? No. Don’t necessarily count a big customer out that hasn’t deployed … yet. Instead, what you should try to do is renew them, especially...
Every year at SaaStr AI Annual, we run one event-within-the-event that consistently gets some of the best feedback of anything we do. The SaaStr CRO + CEO Summit. It’s back for 2026 — invite-only, capped at 100 CROs and 100 CEOs, and this year the conversation...
We all know software stocks have entered a bear market in 2026. But the debt side of software might end up being a much bigger deal. IGV is down 23%+ year-to-date. $285 billion in market cap wiped out in a single day. Software P/S ratios compressed from 9x to 6x —...
If you want to know how B2B marketing and IT spend is really doing — not the narrative, not the vibes — look at the two companies that literally exist to sell into those budgets: Gartner and Forrester. Both just reported their Q4 2025 / full year results. And the...
Dear SaaStr: When Is It Worth Enforcing an Autorenewal Clause if the Customer Doesn’t Want to Pay? Dear SaaStr: When Is It Worth Enforcing an Auto-Renewal Clause if the Customer Doesn’t Want to Pay? Never. Just turn it off. Auto-renewal clauses are absolutely...
With Harry Stebbings, Jason Lemkin, and Rory O’Driscoll Anthropic raises $30 billion at a $380 billion post-money. Thrive closes a $10 billion fund the same week. OpenClaw’s creator joins OpenAI. Workday’s founder comes back. And public B2B software...
