I Added an AI Chatbot to Our AI VP of Marketing Today. Cost? $0.20. Time? 25 Seconds. It’s Better Than 98% of What I Could Buy.
Software disruption, software deflation, and the death of the old vendor playbook. All in one screenshot. I added an AI chatbot to our AI VP of Marketing today to talk directly to it It really works great It is better than 98% of products we could buy. Cost? $0.20 on...
5 Uncomfortable Truths About AI Adoption That Most VPs of Sales Don’t Want to Hear: The Data From Larridin
Russ Fradin, CEO of Larridin, walked through how they help companies actually measure AI adoption across sales teams at our last digital SaaStr AI Day. Larridin builds what is essentially an analytics layer for enterprise AI usage. Their product, Scout, tracks which...
You Have $100M ARR, 100%+ NRR, and 10,000 Customers. Why Are You Quitting to Start an AI Company?
Another founder I know—one running a company at $100M+ ARR—just announced on LinkedIn they were leaving. Stepping down. Handing over the keys. The reason? They were “excited to explore what AI could do in the space.” Everyone congratulated them in the...
10 Things to Know Before You Deploy Your First AI SDR: The Very Latest with SaaStr’s Jason and Amelia
We’ve now been running AI SDR agents for 10+ months at SaaStr. We use four different vendors in daily rotation (Artisan, Salesforce AgentForce, Qualified, and Monaco), we’ve sent hundreds of thousands of outbound messages, processed 1.5 million inbound...
Be Honest If Growth Has Slowed. Is Your Product Still Magical? It Probably … Used to Be.
When was the last time you were excited to buy a pre-AI SaaS tool? When was the last time you felt like you were overpaying on a renewal for a pre-AI SaaS tool, and thought about cancelling? Hence, the markets — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) February 10,...
Being a “System of Record” Won’t Save You. It’ll Just Make Your Decline More Comfortable.
I’ve been talking to a lot of B2B and AI leaders lately, and there’s a narrative I keep hearing from incumbents that’s starting to worry me: “We’re the system of record. We’re safe.” They’re not wrong per se. Not...
If Your AI Feature Didn’t Materially Boost Revenue, It Doesn’t Count. Try Again.
Congratulations! You shipped a big AI feature. You hired a “Head of AI.” You built a copilot. Your deck has a whole slide on your AI strategy with a nice gradient and some neural network imagery. None of that matters. Here’s what matters: Did it move...
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...
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...
Dear SaaStr: Should I Run 20+ AI Agents the Way SaaStr Does?
Dear SaaStr: Should I Run 20+ AI Agents the Way SaaStr Does? The honest answer: probably not entirely like us. But you should start now — because the gap between teams who have been running agents for 12 months and those who haven’t is compounding every week....
The Honest Reason AI Will Beat Many Sales Reps: They Don’t Really Do A Lot Of The Work. But Agents Do and Will.
Here’s something I’ve been thinking about a lot lately. Everyone’s worried AI is coming for sales jobs. And yes, it is. But maybe not for the reasons you think. The uncomfortable truth? AI isn’t going to replace great sales reps. It’s...
The Cowan Paradox: Why AI Agents Won’t Let You Do Less Work. They’ll Make You Do More.
AI agents don’t free us from work. They make us do even more work to keep up with competition and customer expectations. Quarterly releases? Gone. Sales reps getting back to you in a few days? Over. The customer being responsible for their own deployment? A...
“Digital Jason” Hit 2.7 Million Conversations in 12 Months (!). Here’s What I Learned Cloning Myself.
So about a year ago, we built “Digital Jason” — our first AI Agent. It was all we had until June/July 2025 — and we learned so, so much from it. Digital Jason is an AI version of me, trained on: 13 years and 4,600+ posts of SaaStr content thousands...
If You’re Behind on AI, Put Your 10-20 Best Engineers in a Different Building. Today.
Not every B2B company needs to panic right now. Some of you shipped AI agents early. Some of you have been rebuilding your product around AI for 18+ months. Some of you already have agents in production, doing real work for real customers. This post isn’t for...
Founder SaaStr
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