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2026-09-29 · 4 min read

Why I Want a Year Two: Trading Freelance for One Team

Freelance event work ends on load-out night, and you never learn what the badge scans turned into. After agency work at Plan Experiential and the long runs I'm proudest of (Presidio Golf, eight years of New Year's Eve), here's why I want to join one events team and stay long enough to compound.

Freelance event work has a very particular rhythm. The call comes in, you learn a brand in about a week, you build something enormous with people you met on Monday, and then on load-out night you hand back the radio and never find out what happened next.

I’ve loved that. I still do, a little.

My freelance home right now is Plan Experiential, a San Francisco agency, and it’s where I did on-the-ground production for Tostitos at Super Bowl 2026. That job was eleven kinds of fun. It was also, like almost every agency job, a book with the last chapter torn out.

What Happens After Load-Out?

That question follows me home.

At Arxan I actually got to answer it. Running three straight years of RSA Conference meant I was there for the badge scans in April and still there ninety days later when the reps followed up (or didn’t), which is the only reason we ever knew which parts of the booth were earning their keep and which parts were just expensive furniture with good lighting. Year two was built out of year one’s receipts. Year three was built out of both.

Freelance almost never gets you a year two.

Why Does Staying Matter So Much to Me?

The two longest runs on my resume are also the two I’m proudest of: seven years and 300+ tournaments at Presidio Golf, and eight consecutive New Year’s Eves producing the same San Francisco party. I don’t think that’s a coincidence.

Recurring work compounds. By year five the caterer picks up at 11 p.m. because you picked up for them once, and the January post-mortem is a document people actually open. None of that shows up on a one-off. You can be brilliant on a one-off! You just can’t compound.

What I’m Asking For

A team, and a mission I understand well enough to argue about with the product marketers over lunch.

I mean it about starting in coordination, too. If the right company needs me to begin by wrangling shipping manifests and badge lists, I’ll do it happily, because I know exactly what a perfect badge list is worth at 7 a.m. on day one of a show, and I would much rather earn the bigger job from inside the building than talk my way into it from the parking lot.

What Do You Get on Day One?

Someone who has already made the scary mistakes on somebody else’s budget.

Agency life is a crash course. You learn a new stakeholder map every few weeks, and you learn to read a client’s brand guidelines on the drive to the venue. When something breaks I fix it and keep the room calm, which is the whole point of The Target Run. What I’ve never had is the chance to take everything a show taught me and pour it straight into the next one for the same brand, measured against the same pipeline.

The Q3 Review

I have never once been invited to a client’s Q3 pipeline review, and I would very much like to be.

The Takeaway

If your events team keeps people long enough for them to get genuinely good, and you measure the calendar against revenue instead of vibes, I want to hear from you. Come say hello. I’ll bring the receipts from year one!