2025 was our biggest year of transformation since launching in 2012.
We went all-in on AI. Not just talking about it—actually deploying it across our entire business.
Here’s what we shipped:
🤖 From Zero to 20+ AI Agents
We started 2025 AI-lean. By mid-year, we had 20+ AI agents running in production:
• AI SDRs sending 15,000+ messages at 5-7% response rates • AI BDRs booking qualified meetings while reps sleep • AI support handling 150,000+ community chats • AI RevOps syncing every call to Salesforce automatically
Managing them takes 30% of our Chief AI Officer’s time. But the results? Eight-figure revenue with single-digit headcount.
🧮 SaaStr.ai Launched—And Took Off
We built a suite of AI-powered tools founders actually use:
- 750,000+ startup valuations calculated
- 3,000 VC pitch decks graded •
- 600+ VC intros made (by AI)
- 500 founders used our free Real-time B2B benchmarking data •
- “Digital Jason” AI co-pilot trained on 20M+ words of SaaStr content
The Valuation Calculator hit 87% CTR on search. That’s product-market fit screaming at us.
🎤 SaaStr AI Annual: 10,500+ Attendees
We transformed half the conference into the SaaStr.AI Summit—200+ AI sessions and demos. Two full stages dedicated to AI + B2B.
Plus: 800+ VCs. YC Demo Pods. Live 20VC recordings. The CMO Brunch. The CFO Summit.
The largest non-vendor-specific gathering of B2B + AI leaders on the planet.
🇬🇧 SaaStr AI London
December 1-2. 2,500 attendees.
OpenAI, Wiz, Databricks, Intercom, Clay sharing their actual AI playbooks. Not hype—real metrics and real implementation stories.
Worth every hour of jet lag.
📈 The Content Kept Growing. More Folks Read SaaStr This Year Than Ever Before. SaaStr Views Up 47%!
We hit:
- 340,000 newsletter subscribers
- 138,000 YouTube subscribers (up from 30K in 2023—4.6x growth
- 10M lifetime YouTube views
- 80M+ combined social impressions across platforms
- 1.1M YouTube views in 2025 alone
Perhaps most importantly, readership from our blog turned around, from a decline at the start of -19% to +47% in 2025! That’s a massive swing:
2024 readership was down, which was a bummer. The year started down, too. But we went all in on AI + B2B, agents in particular, and it paid off big
🎙️ New!! 37 New Pods with Harry Stebbings + Rory O’Driscoll
This was new. Every single week for the last 9 months or so of 2025, Harry, Rory, and I got together and recorded. We didn’t miss a week.
37 episodes. One year. And we captured the entire AI transformation in real time.
The format worked because we weren’t just interviewing guests—we were three investors with $3B+ in combined AUM telling the truth about what’s actually working and what’s spectacularly failing. No PR-approved talking points. Just real takes on the deals, the valuations, and the shifts happening week by week.
Fabrice Grinda called Rory “one of the smartest guys in the industry.” Harry said “I don’t agree with everything Rory says, but he’s always right.” And the audience kept coming back because the conversations were unfiltered.
Memorable episodes:
- “Why Seed Is For Suckers” — the math on why mega-funds like a16z ($20B) can just write one check into winners
- “The Great AI Talent Grab” — Meta paying $100M for individual researchers, the talent wars that threw all conventions out the window
- “The Big Fat Quiz of the Year” — Dario Amodei as Founder of the Year, Index as Fund of the Year, and predictions for 2026’s $1.4T in IPOs
The quotable moments kept flowing:
- “If this isn’t the most exciting time of your lifetime, you’re doing it wrong. If you’re not incredibly excited, retire.”
- “It’s the most binary fundraising environment in our lifetimes. You’re either getting funded or you ain’t seeing it anywhere.”
- “The pace of evolution is so fast. If you decide what I knew 6 months ago is still useful, you’re probably going to be wrong very quickly.” — Rory
37 pods. One moment in time. The rules changed, the playbooks changed, the math changed.
💡 What We Learned Adding 1,000+ Posts in 2025
The content that crushed in 2025:
- The Deadly AI Slow Roll in SaaS”—if you’re not moving fast on AI, you’re already behind
- “The 2026 Sales Team: 50% Humans, 50% AIs”—the future of GTM
- “70% of Pipeline from Marketing Comes From Just 4 Things”—everything else is noise
- “Dashboards Are the #1 Way Enterprise Customers See Value”—your product is only as good as what customers can see
AI dominated everything. It wasn’t a trend—it was THE story.
📊 SaaStr Fund Fund Kept Compounding
SaaStr Fund portfolio companies like Owner, RevenueCat, and Gorgias, continued scaling. 5 out of our first 6 seed investments became unicorns or decacorns. Smaller investments like Higgsfield went from $0 to $100m in less than a year!
The thesis hasn’t changed: capital-efficient B2B / B2B-ish at $100K-$2M ARR with early PMF. AI-driven, now, of course.
🔮 What’s Next for 2026
- SaaStr AI Annual: May 12-14, 2026
- More AI agents. More automation. More leverage.
- The AI transformation of B2B is just getting started
2025 proved something: the companies deploying AI now in B2B will dominate 2026. The ones “still exploring” will be playing catch-up with an insurmountable gap.
We’re not slowing down.
See you in 2026. 🚀
