I'll be at SaaStr AI Annual next week (May 12–14, San Mateo). If you're going, let’s meet up! Grab 20 minutes with me here.
Now to the rest of this post.
Most events are a bad use of money
Founders go to events for three reasons. One is good. Two are bad.
The good reason: you have a hypothesis about who your buyer is, and you want to compress six months of cold outreach into three days of hallway conversations.
The bad reasons: FOMO, and the belief that "being seen" is the same as building pipeline.
I'll spare you the math, because if you're reading this you can do it. A booth, travel, swag, and a small team for a three-day event runs into the tens of thousands. Your sponsorship gets you a list of attendees who didn't ask to talk to you, half of whom are competitors or vendors selling to the same people you are.
If you closed a $50K ACV deal off the back of one of these, you broke even. If you closed two, you're a hero. Most founders close zero and tell themselves the brand value made up for it.
Why I'm going anyway
Skyp sells to revenue leaders at B2B companies between 3 and 20 reps. SaaStr is the densest possible concentration of that buyer in a single zip code, for three days, once a year.
That's not a marketing claim. It's geography.
I'm not sponsoring. I'm not running a booth. I'm going as a founder with a clear hypothesis: the people who care most about MCP-native sales infrastructure are the ones who already burned themselves on the first wave of fully-autonomous AI SDR tools. Some of them will be at SaaStr. I want to find them and listen.
That's the whole plan.
What I'm actually testing
Three things, in order of how much they matter.
One: does the MCP pitch land in person? Online, the response is bimodal. Either people get it instantly and want to talk, or they bounce. I want to know what the in-person reaction looks like with someone who can ask follow-up questions. If half the conversations end with "wait, say that again," I have a positioning problem.
Two: what's the actual buying committee? We sell into VPs of Sales and CROs, but the person who first finds Skyp is often a head of growth, a founder, or a sales ops lead. SaaStr is full of all of them. I want to map who actually makes the call.
Three: what are people running instead of us? Not what they say in demos. What they actually have plugged into their stack on May 12, 2026. The honest answer to that question is worth more than any analyst report.
The build-in-public part
I'll write up what I learned the week after. The good, the embarrassing, the conversations that changed how I think about the product.
If the answer is "this was a waste of a week," I'll say that too. There's no point in running a build-in-public newsletter if the only updates are wins.
How to find me
Three ways:
Book 20 minutes here — this is the easiest one and will get a real calendar invite.
Reply to this email, and we can find a time the old fashioned way.
Find me or Julian at the event. I’ll likely be in a Skyp shirt, usually with coffee.
See you in San Mateo.

