Dear SaaStr: I made it to the final round for an SDR position at a leading vertical B2B company. The interview is with the Sales Manager. How do I prepare so I actually get this offer? First off — congrats. Making it to a final round SDR interview at a real vertical...
We’ve been running AI agents in production at SaaStr for about 10 months now. What started as a couple of experiments has turned into almost 30 agents and vibe-coded apps running across our GTM stack — from outbound sales to inbound qualification to internal...
I want to share something about the founder journey that may surprise many of you. I sold my last startup over a decade (!) ago. And … I’m still tired. What do I mean? I sold my second startup to Adobe waaaay back in 2011. That’s quite a long time...
Dear SaaStr: We’ve raised $2M and our investors don’t want to put more money in. We’ve about 7 months of runway. An acquirer wants to purchase us for $4-5M. What will our VCs think of this outcome? I get versions of this question a lot, and I want to...
I’ve seen a lot of startups almost fail. Most of them don’t fail because the of the product. They don’t fail because the market wasn’t there. They almost fail because they ran out of cash. And it almost always happens gradually, then suddenly....
I had a moment last week that reminded me just how much work we still have to do in getting our teams up to speed on AI. I sat down with a VP Finance I’ve worked with for years. Smart guy. Strong background, knows the classic tools cold. Been in B2B for a...
If you’ve raised venture capital—or even just read about it—you’ve heard the warnings about liquidation preferences. It’s a common grouch on LinkedIn. “The VCs get paid first!” “You could build a $100m company and walk away with...
With Harry Stebbings, Jason Lemkin, and Rory O’Driscoll Anthropic wiped $20 billion off cybersecurity stocks with a single product release. The Citrini research piece predicting a “2028 Global Intelligence Crisis” sent shockwaves through the market....
Here’s what no one tells you about deploying 20 AI agents across your business: they all need somewhere to live. Ten months ago—Salesforce had almost become shelfware for us. Even though I’ve been a customer for 20 (!) years. Why? Our sales team had...
Dear SaaStr: We’re at $4M ARR, growing well, and a lender is offering us $3M in venture debt. Our investors think it’s “non-dilutive capital.” Should we take it? Short answer: Maybe. But understand what you’re signing before you do....
