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Artificial Intelligence (AI), Blog Posts, What's New At
The #1 Error with AI GTM Agents: Assuming They Can Do What Your Team Hasn’t Already Figured Out
We’ve been going deep on AI agents across SaaStr for the past 12+ months. We’ve deployed 20+ AI agents that now generate over $1M in revenue. We’ve watched hundreds of B2B companies try to implement AI SDRs, AI customer success agents, AI sales assistants. And I keep seeing the same mistake over and over again….
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Blog Posts, Exit Strategy
“The Dumbest Idea I’ve Ever Heard” — How Own Became a $2B Salesforce Acquisition
A SaaStr AI deep dive with Sam Gutmann, CEO of Own, on building a billion-dollar backup company by saying “no” to almost everything. He joined Harpinder Singh (Partner, Innovation Endeavors) to share the whole story — and his top mistakes. And come hear 200+ stories like this at SaaStr AI Annual May 12-14 in SF…
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Blog Posts, Q&A
Dear SaaStr: Which Tactics Always Work to Drive Down Churn, and Drive Up Retention?
Dear SaaStr: Which Tactics Always Work to Drive Down Churn, and Drive Up Retention? The best tactic I’ve ever seen is a simple combination of 3 things: Measure it, Segment it, and Drive it Down — Irrespective of Where It is Today. Churn is a bummer, and high churn is bad. But I’ve yet to…
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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









