Jason M. Lemkin

Jason M. Lemkin

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SaaStr founder & investor (SaaStr Fund); shares SaaS fundraising, valuation, term sheet and portfolio‑building insights.

AI Agents Fuel Explosive B2B Growth at SaaStr AI
SocialMay 13, 2026

AI Agents Fuel Explosive B2B Growth at SaaStr AI

Day 2 is the most jam-packed day of the SaaStr AI 2026! 10 top sessions + workshops to drop in on: 1/ Jason Lemkin (SaaStr AI): SaaStr Opener: "Today is Nothing Like 12 Months Ago. Here's Why". What everyone gets...

By Jason M. Lemkin
Deliver Tangible Results in Week One at a Startup
SocialMay 9, 2026

Deliver Tangible Results in Week One at a Startup

Joining a start-up for the first time? Or even the second? My #1 piece of advice: Put points on the board the first week Not sure how? Ask and e.g.: Build a simple feature (Eng) Do some real outbound (Sales)...

By Jason M. Lemkin
AI Age Leaves Once‑Loved Apps Behind
SocialMay 6, 2026

AI Age Leaves Once‑Loved Apps Behind

I've started using a new term: Tragedy Apps. Apps you loved 18 months ago. Still functional. Still shipping. But they just haven't been able to keep up in the Age of AI. And that means they have quietly fallen almost...

By Jason M. Lemkin
AI‑Fluent Teams Require Managerial Player‑Coaches, Not Pure Managers
SocialMay 5, 2026

AI‑Fluent Teams Require Managerial Player‑Coaches, Not Pure Managers

If your team is >truly< AI fluent, you should not have any managers who aren’t also ICs. The era of a lead designer having 10 designers managed in kanban cards with 30 day turn-around times is just dead. Or it...

By Jason M. Lemkin
Free VIP Passes for Underrepresented B2B AI Leaders
SocialMay 5, 2026

Free VIP Passes for Underrepresented B2B AI Leaders

Up-and-coming B2B + AI execs, we still have 42 spots left for FREE no cost VIP passes to SaaStr AI Annual 2026 next week 👉 Link in comments The Fellowship prioritizes revenue leaders from underrepresented backgrounds, including but not limited...

By Jason M. Lemkin
Stealth Churn: Silent Usage Drop Poses Hidden Agent Risk
SocialMay 3, 2026

Stealth Churn: Silent Usage Drop Poses Hidden Agent Risk

We stealth-churned off Notion months ago. We didn't realize it. We didn't tell Notion. It's just ... our agents have no need for it. They're doing the work now. Stealth churn is the under-discussed agent risk. Usage drops to zero...

By Jason M. Lemkin
Hands‑On AI GTM Sessions Redefine SaaStrAI 2026
SocialMay 2, 2026

Hands‑On AI GTM Sessions Redefine SaaStrAI 2026

22 cool things to do at SaaStrAIAnnual.com 2026 (May 12-14, SF Bay): 1/ Deploy '26 — new half-day AI GTM Agent Summit on May 12. The most-registered session at the entire event. 2/ Watch Amelia Lerutte build an AI VP...

By Jason M. Lemkin
Deep Product Knowledge Outweighs CEO Polish
SocialMay 2, 2026

Deep Product Knowledge Outweighs CEO Polish

For a long while, you probably aren't a great CEO But you know the customers The software The feature gaps The roadmap The competition How to sell it How to market it How to build it So maybe as flawed...

By Jason M. Lemkin
AI Marketing VP Runs Team, Yet Code Bloats
SocialMay 1, 2026

AI Marketing VP Runs Team, Yet Code Bloats

In all seriousness on the “lines of code” debate for vibe coding, our AI VP of Marketing: - runs our team stand-up - designs every single marketing activity and campaign - manages every human on the team each day, assigns...

By Jason M. Lemkin
Even when Everything Falls Apart, Keep Going
SocialMay 1, 2026

Even when Everything Falls Apart, Keep Going

Startups are hard Personally: - My cofounder walked out the door - I spent all the money - I had to sign at $750k note - Our product failed at our top customer - My VPS told my board I...

By Jason M. Lemkin
Under $100M Deals Likely End in Shutdown
SocialMay 1, 2026

Under $100M Deals Likely End in Shutdown

As a rough rule, if you sell your company for $100m or less, there's > 50% chance the acquirer shuts it down later It's just a bet for them, nothing more

By Jason M. Lemkin
Don't Vibe‑Code Critical Business Tools; Choose Proven Solutions
SocialApr 30, 2026

Don't Vibe‑Code Critical Business Tools; Choose Proven Solutions

Why You Don't Really Want to Vibe Code It Yourself. 90%+ of The Time. I love vibe coding. I have built 10+ production apps with it. I spend 1.5-2 hours a day on it. The apps have gotten 750,000+ uses....

By Jason M. Lemkin
Specialization Turns AI Agents Into High‑Performance Experts
SocialApr 30, 2026

Specialization Turns AI Agents Into High‑Performance Experts

Digital Jason started as an all-purpose agent — support, sponsor questions, sales qualification, founder advice. As SaaStr built out 20+ specialized agents for each of those functions, Digital Jason got narrower. Now it does one thing: answer questions about scaling...

By Jason M. Lemkin
AI Agents Deliver Brutal Accountability and Unmatched Transparency
SocialApr 29, 2026

AI Agents Deliver Brutal Accountability and Unmatched Transparency

One of the unexpected side effects of running 30 AI agents in production: truly brutal accountability. Agents don't sugarcoat. In fact, our AI VP Marketing 10K kicks our arse every single day. They don't strategically omit the objection a prospect...

By Jason M. Lemkin