Dear SaaStr: What Are Some Red Flags in a Founder? A few: Doesn’t know the market cold. Always pass. The best founders know the market cold, even in the earliest days. Doesn’t understand or respect the competition. The best always do. Even if they are beating the...
The Numbers Don’t Lie: Founders Are Starving for Real Valuation Data Sometimes, something just clicks. And that’s our new SaaStr.ai Startup Valuation Calculator: 200,000+ valuations in just 14 days. That’s not a typo. That’s not inflated bot...
From the SaaStr Annual / AI Summit – How three breakout AI companies rewrote the rules of enterprise sales. And see everyone at 2026 Annual + AI Summit May 12-14 2026 and SaaStr AI London Dec 2-3! Speaker Bios Talia Goldberg – Partner, Bessemer Venture...
The data is in from Ramp: 996 work culture has officially arrived in San Francisco. For real. It’s becoming common. It’s not just a Twitter/X phenomenon. Here’s what every B2b founder needs to know about this seismic shift in Silicon Valley’s...
Dear SaaStr: Should I Visit My Customers More? Yes. Absolutely. You should visit your customers more. I can’t stress this enough—getting in front of your customers is one of the most effective things you can do to drive growth, retention, and expansion. It’s not just...
How the AI application layer is creating a new class of hypergrowth B2B companies—and what separates the winners from the noise We’re witnessing something unprecedented in SaaS: AI application companies achieving growth rates that make traditional SaaS...
So one of the classic SaaStr posts we update and is even more true than ever: ask every VP you hire, especially your VP of Marketing, what they most want to do. Have them make a list. And then realistically, they will only do the first 3-4. They may do a little of...
You don’t need to work 996 to win But your AI agents will work 996++ You will need to find a way to keep up with them (This is already the hardest part of having deployed 11 true AI agents at SaaStr itself) — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) September 1,...
Dear SaaStr: What’s the Best Way to Follow Up With a Prospect That Says “I’ll Get Back to You” First, be honest. Those words probably mean either a No or Not Now. The best way to follow up with a prospect who says they’ll “get back to you” is...
Why We’re Bringing AI School to London (And Why It’s Different From Everything Else Out There) After watching 100+ B2B companies try to deploy AI in their revenue operations over the past 18 months—with an almost 90% failure rate—we realized something...
This week Canva Co-Founder and COO Cliff Obrecht joined Harry Stebbings, Rory O’Driscoll and Jason with honest, unfiltered insights on scaling to 240 million users, navigating AI transformation, and preparing for public markets Canva’s CoFounder Joins 20VC...
Dear SaaStr: What Can We Do To Make Our Customers Truly Happier? Keeping your clients happy boils down to one thing: delivering value consistently. For real. Let’s break it into actionable steps: 1. Define Success Together This is skipped or glossed over way, way too...
So when you get going in B2B and SaaS, one type of churn surprises you: bigger customers that are actively using your product … all the time … that still don’t renew. Those surprise you and sneak up on you. Here’s the Why: 1. Lack of Clear ROI...
Dear SaaStr: Do I Have to Provide a Promotion Path from SDR to AE? Probably. In the end, about 70% of SDRs move into account executive roles. Usually, within a year. It’s very common for SDRs to move into sales roles, particularly Account Executive (AE)...
After 183.665 (!)startup valuations in our AI-powered Startup Valuation Calculator, and feedback from hundreds of founders, SaaStr.ai has now launched the most sophisticated AI-powered pitch deck analyzer specifically built for B2B SaaS companies Now you will know...