
AI Deals Are Scaling to Massive Valuations. But In Many Cases—Also Massive Dilution. See E.g., OpenAI
So there has never been a “start-up” like OpenAI. Already with 800,000,000+ users and a breathtaking $500 Billion (!) valuation. But it’s also raised and spent epic amounts. So as the chart from FT below shows — all the historic investors together, as a group, will likely own 10% after the company converts to a... Continue Reading
If You Ever Think “Should I Fire This Person?” Even Once … Well, Then It’s Time
A new article emphasizes that managers should act decisively when doubts about an employee's performance arise, suggesting that if a leader contemplates firing someone even once, they should proceed with the termination. The piece argues that extending additional chances may...
Dear SaaStr: I Want to Keep Doing 1-on-1s With My VPs, But How Do I Streamline Them?
Dear SaaStr: I Want to Keep Doing 1-on-1s With My VPs, But How Do I Streamline Them? 1-on-1s may be partially out of fashion, but most CEOs I work with still do at least some of them. 93% of you...

Dear SaaStr: What’s Your Top Advice For All New B2B Founders?
A veteran SaaS VC advises new B2B founders to temper speed with caution, recommending they pause on uncertain big decisions and extend runway budgets by 6‑12 months beyond original forecasts. He stresses the importance of building a aligned founding team...

Dear SaaStr: How Do You Draw The Line Between Founder and First Employee?
The piece advises that the line between founder and first employee should be drawn by timing and commitment: founders are present before a name, product, code or funds, take essentially all the risk and work for little to no salary....