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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
The 4 Levels of Prompt Portability: Why Some AI Agents Will Hold Retention and Most Won’t
We published a piece the other day — “The Wave of AI Agent Churn To Come: Prompts Are Portable” — and the responses were sharp and fierce. Especially: “OK, I get it. But is MY AI category actually at risk?” Every AI agent founder hopes they’re the exception. That their AI B2B product has the…
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Blog Posts, Q&A
Dear SaaStr: Do You Have to Have a Super Strong Brand Like SaaStr To Get AI SDRs to Work?
Dear SaaStr: Do You Have to Have a Super Strong Brand Like SaaStr To Get AI SDRs to Work? Honest answer: it helps. A lot. But it’s not the thing that determines whether you succeed or fail. Let me explain what brand actually does — and doesn’t — do for AI SDR performance, because I…
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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai, Vibe Coding
The Rise of the “N=1” App: When Building It Yourself Really Beats Buying It.
The Rise of the “N=1” App: When Building It Yourself Really Beats Buying It So we built 2 more vibe coded app for SaaStr. Even though we didn’t want to. We’re already managing 20+ AI agents and 10+ vibe coded apps and are strapped for time. But it was worth it. Because the ROI was…
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"SaaStr is the largest community of people who like enterprise software on the planet. It’s a great community of people trying to build companies and learn from one another. It’s pretty amazing to see."
Aaron Levie, CEO and Co-Founder of Box
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Eric Yuan, CEO & Co-Founder of Zoom
"SaaStr is the undisputed thought leader in how to build SaaS businesses. Jason is legendary."
Lew Cirne, CEO of NewRelic
"SaaStr is the undisputed thought leader in how to build SaaS businesses. Jason is legendary."
Lew Cirne, CEO of NewRelic
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Scott Dorsey, CEO of ExactTarget
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Aaron Levie, CEO and Co-Founder of Box
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Popular Videos
Popular Posts
Popular Q&A
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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