So we decided to do something fun this year and write up our 2026 predictions together with every single SaaStr speaker and AI post of the year! How? Every single SaaStr AI session, interview and speaker was ingested into Claude so we worked the Top 10 for 2026 up...
Dear SaaStr: A Big Tech Co Launched a Competitive Product. How Can I Tell How Serious They Are About It? In SaaS at least, I’ll give you one metric that is fairly reliable: How many dedicated sales and GTM professional do they have, just 100% selling the competitive...
Dear SaaStr: When Bootstrapping a SaaS Product, What Should You Be Aware Of? Just a few observations from bootstrapped B2B companies I’ve had some involvement with: It probably will take 1–4 years longer to get to $10m ARR or so. I don’t fully have the data to support...
So this post isn’t meant to be a sub-tweet, or a sub-post — it’s just a general learning over the years. So please, no one take this personally. It’s not about you. But I’m still going to make one simple suggestion when you go to hire...
OpenAI (or at least, The Information reporting on OpenAI) just dropped a bombshell: their “compute margin” — the share of revenue left after paying for the massive server costs to run ChatGPT — hit 70% in October 2025. In January 2024, that number was 35%....
Dear SaaStr: Is Launching Your SaaS Product Too Early Really A Big Issue? This is a tough one. Wait too long, you run out of time and money in many cases. Launch too quickly, you burn your earliest and often most passionate users and fans. I made this mistake with...
Team SaaStr has been living in AI and sales for the past 18 months, but things really accelerated started around June 2025 Since then we’ve deployed 20+ AI agents at SaaStr. Our AI SDRs now send 11-40x the volume of our human SDRs—with better results. Our AI...
If you wanted to pick the most dramatic turnaround in B2B software in 2025, MongoDB would be it. Mongo has always been a great company, but growth dramatically slowed in 2024 (fiscal 2025): The stock was down for most of the year. Analysts were skeptical. Growth was...
Dear SaaStr: How Can I Give Better SaaS Product Demos? One simple answer: train your reps more. A lot more. With most SaaS companies, for a while, demos get worse: At first, founders do all the demos. The demos themselves are a bit rambling, too long — but...
The year in review with Harry Stebbings, Jason Lemkin, and Rory O’Driscoll The year that changed everything is almost over. In this special year-end episode, Harry Stebbings, Jason Lemkin, and Rory O’Driscoll break down the founders, funds, and companies...
