Reunions, Regrets & Railroads

Trust Fun is brought to you by Revenue Roll 

You know what’s worse than pop-ups? Pop-ups that don’t even work.

We’ve all been told they’re the key to building our email lists. But let’s be honest: pop-ups convert less than 0.5% of traffic, interrupt the shopping experience, and actually miss your highest-intent shoppers entirely. Brutal.

That’s where Revenue Roll comes in. No pop-ups. No gimmicks. Just a way to instantly turn your most valuable website visitors into leads—even if they don’t buy a thing. Just tell RevRoll which web traffic you care about, and they’ll de-anonymize those users, automatically adding them into your Klaviyo.

Brands like Caraway, G.O.A.T. Foods, and Cozy Earth are using it to unlock 6-figure revenue growth by emailing the people they previously couldn’t reach.

So yeah, go ahead and kill that pop-up. Just not your growth.

Another improv update. This past weekend, we sold out our 2ND improv show for Steam Room Etiquette — my NYC improv comedy group - and it was even more epic than the first. 100+ people in the crowd. I honestly think it was better than the first. Show 3 is gonna be Wednesday, June 25th. Pencil it in. Tickets on sale this weekend.

Anyways, this very moment I’m on the Amtrak (Acela, obviously) heading back to Boston for my 10-year high school reunion. It’s at a darts bar in the Seaport. Because nothing says “bonding with the person who cheated off your chem homework” like throwing pointy objects across the room. Still annoyed about it being at a darts bar but Ce La Vie.

Can’t wait to stand in a corner while four bros relive JV basketball through the medium of competitive darts.

But here’s the thing: I’m still going.

Not because I’m necessarily dying to see all of these people I haven’t thought about in a decade—BUT even more so because I’ve learned something important over the past few years:

There’s always value in showing up.

I quite literally go to a networking event with strangers almost every week. Every single time I dread it. I ask myself the same cycle of pessimistic questions:

  • “Will this be worth it?”

  • “Who am I even going to talk to?”

  • “Am I going to awkwardly cling to the shrimp cocktail tray all night & drink 3 IPAs on a school night?”

And yet—every single time—I walk away with something.
A new connection. A surprising conversation. Even just a moment of self-pride for not bailing.

It’s easy to tell yourself it’s not worth it. To skip the reunion. Cancel the coffee. Bail on the mixer. We’re all busy. Our calendars are stuffed and our social stamina is hanging on by a thread.

But those rare little collisions—the ones you almost talked yourself out of? They often end up being the things that shift your trajectory. Sometimes dramatically. Sometimes just enough to remind yourself that you’re capable. That you’re game.

That you showed up.

TL;DR: Most of the good stuff in life happens when you choose to go somewhere you didn’t really want to go.

So go. Whether it’s a darts bar in the Seaport or a dry-ass DTC mixer in a WeWork lobby. The value isn’t always obvious upfront. But it always shows up—if you do.

Last thing, my good friend (and incredible musician) Zane Christopher is performing this Monday night in Brooklyn. If you’re NYC based and looking to hear some epic songs from a dude who’s about to blow up - grab a ticket here. I’ll be there fist pumping in the front row. Here’s my favorite song by him.

That’s it. Have a killer weekend.