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Blog Posts, Metrics
How To Not Run Out of Cash as a Founder: 2 Things That Really, Really Help
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. One day you think you’re fine, you’ve got 18 months of runway….
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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
We’re Still Early to AI — And Your Team Needs More Help Than You Think
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 SaaS for a decade. Manages…
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Blog Posts, Exit Strategy
The Great Myth of the Liquidation Preference: Yes, It Matters. But Not In Many Scenarios.
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 nothing!” “Preferences are how investors screw founders!” And look, I get it. Liquidation preferences are real. They’re in…
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Dear SaaStr: What Was the Toughest Rejection You Ever Had in Sales?
Dear SaaStr: What Was the Toughest Rejection You Ever Had in Sales? The hardest rejection I’ve had in sales was around renewals. Especially ones I thought we really had earned. But still lost. In particular, in the early days of EchoSign / Adobe Sign, we had a...
Dear SaaStr: What Is the Playbook for a Successful Customer Success Team?
Dear SaaStr: What Is the Playbook for a Successful Customer Success Team? A good playbook for customer success is all about driving retention, expansion, and customer happiness while making it scalable: Hire Truly Product-Savvy Customer Success Managers at First Focus...
AI at Scale: 8 Learnings from monday.com Co-Founder and Co-Ceo Eran Zinman
monday.com Co-CEO and Co-Founder Eran Zinman recently sat down with SaaStr CEO and Founder Jason Lemkin to share his insights on their journey, including how they’ve leveraged AI, maintained growth, and expanded into multiple product lines.
The 2025 SaaS Vibe Check: What Founders Need to Know Right Now with SaaStr CEO and Founder Jason Lemkin
SaaStr CEO and Founder Jason Lemkin did a vibe check into the state of SaaS, AI, venture funding, and the rollercoaster of building a business in 2025.
Dear SaaStr: Can an Entrepreneur Back Out of a Signed Term Sheet Without Damaging Their Reputation?
Dear SaaStr: Can an entrepreneur back out of a signed term sheet without damaging their reputation? In my experience — Yes, probably. As a founder, you can back out of a term sheet if something is off, or even if you just get another offer you prefer. There is a lot...
How To Reverse-Engineer a $100M Exit: SaaStr on My First Million Pod
How do you reverse-engineer your first million as a SaaS startup founder? SaaStr founder and CEO Jason Lemkin chats with Sam Parr on the popular YouTube channel and podcast My First Million about what’s required to make it on the map for a $100M exit and then reverse engineers the steps to get there.
Rule 1: New minimum is $400K per employee
Rule 2: Go multi-product
Rule 3: Your second product must be bigger than your first product
Cheat code: Double your prices
Rule 4: 30% of your revenue is international
Rule 5: Localize your product
Cheat code: Remove friction
Rule 6: 100% net revenue retention
Rule 7: Don’t raise double digit millions
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