Here’s what I’ve learned after 13 years of building SaaStr, investing in 50+ leading B2B companies, and watching thousands of founders navigate moments of massive disruption:

The founders who win aren’t the ones who figure it out alone. They’re the ones who find the right room.

And right now, there’s never been a more important moment to be in the right room.

This Is the Moment. And It Won’t Wait.

Let’s be honest about where we are.

AI isn’t “coming” to B2B. It’s here. It’s already reshaping every category, every GTM motion, every product roadmap. The companies that figure out how to ride this wave will build generational businesses. The ones that don’t will become case studies in what happens when you move too slow.

You already know this. You feel it every day. The pressure to ship AI features. The anxiety when a competitor launches something that looks like it could eat your lunch. The board questions about your “AI strategy.” The late nights wondering if everything you’ve built is about to be disrupted.

Here’s the thing: that feeling isn’t going away. Not by itself.

The Change You Need is the Change You Make.

And that starts with getting in the room with the people who are actually doing it.

Why SaaStr AI Annual 2026 Is Different

I’ve been to a lot of conferences. I’ve hosted a lot of conferences. And I’ll tell you what most of them get wrong.

They’re either:

• Too theoretical. Lots of talk about “the future of AI” from people who’ve never shipped a product, never made payroll, never had to figure out pricing for an AI feature that costs 10x more to run than your legacy product.

• Too salesy. Every session is a thinly veiled pitch. You leave with a bag full of swag and zero actionable insights.

• Too broad. They try to be everything to everyone and end up being nothing to anyone.

SaaStr AI Annual is built differently.

Every session is from an operator who’s actually done it. Not theorists. Not analysts. Founders and leaders who’ve shipped AI products, rebuilt their GTM for the AI era, navigated the transition from legacy to AI-native. They’ll share what worked, what failed, and exactly how they did it.

The content is ruthlessly tactical. You won’t hear vague platitudes about “embracing AI.” You’ll hear specific frameworks: How to price AI features. How to restructure your CS team when AI handles 60% of tickets. How to pitch AI-native products to enterprise buyers who are skeptical. How to build AI agents for your existing customers (instead of quitting to start something new).

The community is curated. This isn’t 50,000 people wandering around a convention center. This is the operators and founders who are in the trenches right now, facing the same challenges you are. The conversations in the hallways are worth the price of admission alone.

What You’ll Actually Walk Away With

I want to be specific about this, because I hate vague conference promises.

Here’s what founders and operators tell me they get from SaaStr Annual:

1. The Playbook You’re Missing

There’s a specific tactic, framework, or approach that will unlock your next phase of growth. You probably don’t know what it is yet. But it exists. And someone at SaaStr AI Annual has already figured it out.

Maybe it’s how to structure your AI pricing so customers actually adopt it. Maybe it’s the hiring profile for AI engineers that actually works. Maybe it’s the positioning change that turns “another AI feature” into a genuinely differentiated product.

You’ll find it. Every founder I talk to after Annual tells me about the one session, one conversation, one offhand comment that changed their trajectory.

2. The Peers Who Get It

Running a company in 2026 is lonely. Your team looks to you for answers. Your board wants certainty. Your customers want reassurance.

But you’re figuring this out as you go, just like everyone else.

At SaaStr AI Annual, you’ll be surrounded by people at your stage, facing your challenges, asking your questions. The relief of realizing you’re not alone—that the founder running a company twice your size has the exact same fears—is worth more than any tactical session.

You’ll build relationships that last years. Co-founders meet at SaaStr. Partnership deals happen at SaaStr. Investors find their best companies at SaaStr. Not because we force it, but because when you put the right people in the right room, good things happen.

3. The Conviction to Actually Make the Change

Here’s the truth about conferences: the content is valuable, but the real value is escape velocity.

You’ll arrive exhausted, probably a little cynical, definitely overwhelmed by everything on your plate.

You’ll leave with clarity about what actually matters. You’ll have the energy and conviction to make the hard calls you’ve been putting off. You’ll have specific next steps, not vague intentions.

The change you need is the change you make. But sometimes you need to step out of the day-to-day to see what that change actually is.

Who This Is For

SaaStr AI Annual 2026 is for:

• Founders at $1M-$10B+ ARR who are navigating the AI transition and need tactical guidance from people who’ve done it

• Revenue and GTM leaders rebuilding their playbooks for a world where AI changes everything about how customers buy and how teams sell

• Product leaders shipping AI features and trying to figure out what customers actually want vs. what’s just hype

• Investors looking to understand which AI-native companies will win and why

If you’re earlier than $1M ARR, you’ll still get value—but the content is designed for operators at scale who are making real decisions with real consequences.

The Cost of Not Being There

I’ll be direct: SaaStr AI Annual isn’t dirt cheap — although early bird tickets are still cheaper than anything else other there of similar scale. It’s not supposed to be. It’s an investment in your company and your career at a pivotal moment.

But let me ask you this:

• What’s the cost of figuring out AI six months slower than your competitors?

• What’s the cost of making the wrong pricing decision because you didn’t hear how someone else solved it?

• What’s the cost of staying stuck in the same patterns, the same thinking, the same playbooks that worked in 2021 but won’t work in 2026?

The founders who pull ahead in moments like this are the ones who invest in getting to the right room, having the right conversations, and finding the right insights.

The ones who stay home and try to figure it out alone usually stay stuck.

Come Build the Future With Us

Here’s what I believe:

The next five years will create more wealth, more transformational companies, and more opportunities than any period in tech history. AI is going to remake every category of software—and the founders who get it right will build the defining companies of the next generation.

But you can’t get there alone. None of us can.

SaaStr AI Annual 2026 is where the founders, operators, and investors who are actually building the AI future come together. To learn from each other. To challenge each other. To help each other figure out what the hell we’re all supposed to do in this moment.

The change you need is the change you make.

We’ll help you get there.

Together.

Join us at SaaStr AI Annual 2026 → More here