Our New AI VP of Finance Closes the Deal, Sends the Invoice, and Chases the Cash. It Took 4 Deals to Train It.
Our finance team went on vacation during SaaStr AI Annual. Our busiest time of the year. That’s the whole origin story. Collections started slipping, sponsors and vendors weren’t getting billed, and the work that has to happen after a deal closes stopped...
Build on the Stack You Have: How Anthropic’s Head of Industries, Atlassian’s Head of AI, and Scale’s Rory O’Driscoll Landed on the Same AI Playbook
Three of the strongest sessions at SaaStr AI 2026 came from three very different seats. Sharif Mansour runs AI and the product management craft across Atlassian’s 20+ apps and 450 product managers. Eleanor Dorfman leads the commercial and industries sales team...
We Peaked at 30 AI Agents. Now We’re Coming Back Down to 20. Here’s What Consolidation Actually Looks Like. The Agents #011 Live!
We run SaaStr with 3 humans and 21+ AI agents. This is a real eight-figure B2B business with real customers, real invoices, and a real collections problem, and the agents run it. About a month ago we hit a wall. Amelia and I realized we could not manage one more...
AI Won’t Kill SaaS. But It Will Kill Vendors That Stopped Shipping. Point Solutions Are Most at Risk.
Let me start with where I actually land on build-vs-buy: I’d rather not build or vibe. Almost ever. If you can buy it — buy it. The 90/10 rule. ~90% of the time, you should buy. Even more, really. If you can find it, and it meets 90% of your needs, buy...
We Have 20+ AI Agents and Just 3 Humans. But Even So, We Still Need “Real” B2B Software.
We hear this a lot: “Once you have AI agents the work, you don’t need CRM. Just give them a Postgres database and let them rip.” It sounds clean. It’s also wrong, I think. At least for 99% of us. At least for now. At SaaStr AI, we’ve gone...
Is Software Dead? No. It Just Got a Lot Harder to Win. The SaaStr AI Deep Dive with Rory O’Driscoll
You already know Rory O’Driscoll from our weekly 20VC x SaaStr podcast, where he, Harry, and I go back and forth on exactly this stuff. He’s also been investing in software for 30+ years. Long enough, as he put it on stage at SaaStr AI, to have stayed...
An Hour With Our Top AI Agent Cost $13.42. You Can’t Hire Anyone For That.
Amelia our Chief AI Officer pinged me this morning with a screenshot and three words: “10K making less than … minimum wage.” This is what she was looking at. 10K, our AI VP of Marketing, had just wrapped a focused work session. The summary read: Time...
$500M ARR, 60 Engineers, Cash-Flow Positive: How Higgsfield Actually Runs, With CEO Alex Mashrabov
We use Higgsfield almost every day at SaaStr AI. If you’ve watched any of our short videos, the intro to The Agents with me and Amelia, the event promos, the sponsorship teasers, all of it is built on Higgsfield. We’re also a proud early investor through...
Don’t Put AI on Your Hot Leads. Put It on the Ones Your Reps Will Never Call. There’s Millions in Revenue There.
From The Agents, our weekly podcast on how we deploy and run AI agents at SaaStr, and how to do it yourself. The other night I was talking with an AI CEO and their head of marketing, and they told me the same thing I hear constantly: “We tried AI agents on...
One Way to Build a Great AI Agent: Just Start With a Dashboard, Then Add the Agent
You can buy an AI agent to get started. There are great ones out there, and that’s a perfectly fine place to begin. You can see our full AI Agent stack here, and just copy us. But if you want to build your own, here’s one simpler way to just … get...
The Builder’s Economy: 10 Metrics from ICONIQ’s Newest 2026 State of AI Report
ICONIQ just released the third edition of its State of AI report, subtitled “The Builder’s Economy,” built on a Q2 2026 survey of roughly 305 executives at software companies building AI products. The thesis moved in six months. The January edition...
How Gamma Hit $100M ARR With a Team of 50: CEO Grant Lee’s Top 4 Lessons. And Top 5 Mistakes
Gamma is the anti-PowerPoint. Grant Lee and two former Optimizely colleagues set out to kill the blank page problem, and five years later they’re at $100M ARR, 50 million users, and 600,000 paying subscribers. Profitably. With a team of 50. They did the bulk of...
Your Agents Should Beat Your Best Reps, Not Match Them. And 14 Other Hard Truths About B2B + AI Today, From Our SaaStr AI Annual AMA
We closed out SaaStr AI 2026 with our deep dive AMA, and the theme this year: software is the least static it has ever been. The products we run change more in a month now than they used to in years. The old playbooks work but they are just … too slow. Planning...
5 Simple Reasons We Won’t All Vibe Code Our Own HubSpot or Salesforce
Someone on X this week made a claim that has truth in, but also radically overstates things: “I’ve built AI agents that do everything HubSpot would have done for me and more. And I’m not technically inclined.” I believe him. Because we’ve...
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