The Top 10 Most Popular Sessions at SaaStr AI Annual 2026 (So Far). May 12-14 in SF Bay!

We’re about a month out from SaaStr AI Annual 2026 (May 12-14, SF Bay / San Mateo), and the session registration data is telling us something pretty clearly: AI Agents and AI-native GTM aren’t just buzzwords anymore. They’re the entire agenda.

Every single one of the top 10 most-registered sessions is about deploying AI in the real world. Not theorizing. Not “what if.” Deploying. Scaling. Building sales teams from scratch around AI. Ripping out legacy playbooks.

Here are the 10 sessions attendees are most excited about, ranked by pre-registrations:

#1. Kick Off to SaaStr Deploy Summit: Deploying AI Across GTM

May 12, 1:30pm – 2:00pm

The opening session of our new Deploy half-day summit is the single most registered session at the entire event. That tells you where the energy is. Not in theory. In deployment. We built Deploy specifically because founders and operators kept telling us the same thing: “I know AI matters. I don’t know how to actually roll it out across my GTM team.” This session kicks that off.

#2. The State of SaaS Is the State of AI. And You’re Already Behind with SaaStr’s CEO and Founder Jason Lemkin

May 13, 10:00am – 11:00am

My main keynote. I’ll be bringing the latest data on what’s actually happening across B2B: the compression in public multiples, the bifurcation between AI winners and everyone else, and the hard math on why “steady as she goes” is no longer a viable strategy. If you’ve been reading the SaaStr blog, you know the thesis. This is the full version, with new data.

#3. From Buyer to Builder: The Power Shift That Rewrites SaaS with Lovable’s CEO Anton Osika

May 13, 2:30pm – 3:00pm

Lovable is one of the most interesting companies in AI right now. Anton will talk about a shift that should scare every traditional SaaS vendor: when your customers can build the software themselves, what exactly are they buying from you? This is the vibe coding thesis applied to enterprise. One of the sessions I’m personally most looking forward to.

#4. AI Agents at Scale: What’s Real, What’s Next, and What’s Closer Than You Think with Replit’s CEO Amjad Masad and SaaStr’s CEO Jason Lemkin

May 13, 1:00pm – 1:40pm

Replit has been one of our top sponsors and one of the companies I’ve worked with most closely over the past year. Amjad and I will dig into what’s actually working with AI agents today, what’s still vaporware, and what’s going to land in the next 6-12 months. Expect a candid conversation. We both have strong opinions.

#5. No Legacy, No Playbook: Building Anthropic’s AI-Native Sales Team with Anthropic’s Head of Industries

May 12, 3:00pm – 3:40pm

This is the session for anyone asking “what does a sales team look like when you build it from zero in 2026?” Anthropic didn’t inherit a legacy sales org. They’re building one right now, in real time. The lessons here apply to every AI-native company scaling past product-led growth.

#6. From $0 to $100M ARR Fast: The Playbook for Profitably Scaling Without a Sales Team with Gamma’s CEO and Founder Grant Lee

May 14, 11:30am – 12:15pm

Gamma has been one of the breakout AI-native companies, and they’ve done it with a radically lean go-to-market. No traditional sales team. Profitably scaling. In a market where every VC is telling founders to hire 50 AEs, Gamma went the other direction. This is a masterclass in capital-efficient growth.

#7. AI Agents at Scale: How Salesforce Is Using AI to Turn SMB into Its Fastest-Growing Segment

May 13, 11:00am – 11:30am

Salesforce using AI agents to go downmarket into SMB is one of the most consequential strategic moves in B2B right now. If the biggest enterprise software company in the world can profitably serve SMB through agents, that changes the economics for everyone. We’ve seen early results from Agentforce at SaaStr. This session goes deeper.

#8. The Data Layer Underneath Every AI Agent: Scaling to $5B+ ARR with Databricks’ Co-Founder Arsalan Tavakoli

May 13, 11:30am – 12:10pm

Databricks is one of the great scaling stories in all of enterprise software. $5B+ ARR. And Arsalan Tavakoli, co-founder and SVP of Field Engineering, will talk about something most people overlook when they talk about AI agents: the data infrastructure underneath. Agents are only as good as the data they can access. This is the plumbing talk that the most technical attendees will want to see.

#9. What AI-Powered GTM Actually Looks Like: When Marketing Leaders Go All-In on AI with Snowflake’s CMO

May 13, 2:00pm – 2:30pm

Snowflake is one of the largest and most sophisticated B2B marketing orgs on the planet. Their CMO will walk through what it actually looks like when you commit fully to AI-powered go-to-market at scale. Not a pilot. Not a test. The real thing, across a $3B+ revenue base.

#10. AI Isn’t Magic. It’s Plumbing. Lessons from Deploying AI into Workflows for 3.5M Users with Atlassian’s Head of AI

May 12, 2:30pm – 2:55pm

The title says it all. Atlassian has 3.5M+ users, and they’re deploying AI into workflows at massive scale. This isn’t about a flashy demo. It’s about what happens when you have to make AI work reliably, every day, for millions of people who just want to get their jobs done. The “plumbing” framing is exactly right.

Bonus: #1 Workshop — Building Your Own AI VP of Marketing, Live on Stage

May 12, 4:15pm – 5:00pm With SaaStr’s Chief AI Officer, Amelia

This is the single most registered workshop at the entire event, and it’s not close.

Amelia is going to walk on stage with a laptop, a mic, and 45 minutes. No slides. No pre-recorded demo. She’s going to build a working AI VP of Marketing from zero to functional, live, in front of the audience.

Why does this one matter? Because we actually did this at SaaStr. We built an AI VP of Marketing called 10K in Replit. Every day it plans all our marketing activities, builds campaigns, crunches 5+ years of historical data with real-time inputs, connects directly to Salesforce, and tells us what we need to execute that day. It does the work of what used to require 3-4 full-time marketing hires.

The session shows every decision live: the first prompt that doesn’t work, the iteration that gets it right, every tool connection decision, and where the agent breaks on stage. That last part is the point. Nobody else shows you the failure modes. Amelia will fix them in real time so you can see exactly how to handle them.

If you’re going to attend one hands-on session at Annual, make it this one.

What the Data Tells Us

A few things jump out from this list:

Deploy is real. The Deploy summit opening is the #1 session. Attendees want to learn how to actually implement AI, not just hear about it.

CEOs and founders dominate. 7 of the top 10 sessions feature CEOs or founders. Attendees want to hear from the people making the decisions, not the people presenting the slides.

AI-native companies are the draw. Lovable, Gamma, Replit, Anthropic. The most registered sessions skew heavily toward companies born in the AI era, not incumbents bolting AI onto legacy products. (Though Salesforce, Snowflake, Atlassian, and Databricks show that incumbents deploying AI at massive scale draw big interest too.)

No one wants theory. Every single top session is about doing. Deploying. Building. Scaling. The era of “AI will change everything” keynotes is over. It’s all about execution now.