OUTSIDERS agency— TWO COAST DISRUPTORS

With Greg anchored in Chicago’s Third Coast, and Jeff in Southern California, 

OUTSIDERS Agency operates across two of the most influential creative and economic ecosystems in the country. 

The West Coast brings innovation, cultural velocity, and a constant read on what’s next. The Midwest brings grit, execution, and an unfiltered connection to what actually works.

Jeff’s photographer’s eye moves between both — capturing signals others overlook, translating culture into clarity, and turning observation into advantage.

Together, it’s not coverage — it’s contrast.
Different lenses. Shared standards. One outcome: brands built to perform.

Because the strongest brands aren’t built from a single point of view —
they’re forged between them.

“CHICAGO” GREG — STRIPPED / SHARP / NO WASTED WORDS

This is what happens when strategy refuses to be boring.

He doesn’t market it. He exposes what a brand should have been all along. From utility tools powering America’s grid to outdoor sports, retail, CPG, and challenger startups, Greg has spent decades turning underleveraged products into undeniable market presence. He works where most won’t — the gap between what a company says and wants to be.

Strategic where it matters. Relentless where it counts. Massively creative.
Greg brings a rare combination of creative instinct, talent and operational discipline—aligning product, sales, and story into systems that drive real performance. His work isn’t about noise or novelty; it’s about clarity, traction, and results that show up in the market. For CEOs, founders, AND Makers that means sharper positioning, stronger engagement, and brands that don’t just look better — they perform better.

It’s not what you look at, it’s what you see.

https://www.linkedin.com/in/gregory-holmes-53408b6/

“LA” JEFF — MENTOR / OPERATOR / CREATIVE EYE

Jeff Wilson is what happens when experience, instinct, and craft align.

A West Coast operator with decades of brand, product, and go-to-market leadership, 

Jeff brings a seasoned perspective to building businesses that last. He sees the path forward quickly cutting through noise, refining positioning, and guiding brands toward clear, executable growth.

Measured where it matters. Decisive when it counts.
Jeff operates with a mentor’s discipline and a builder’s mindset — aligning product, market, and message into focused action that performs in the real world.

And he sees what others don’t.
An accomplished photographer, Jeff brings a rare visual intelligence to the work — capturing authenticity, detail, and emotion in ways that elevate brand storytelling beyond words. Strategy is sharper when you can actually see the truth.

No excess. No distractions. Just forward motion.

https://www.linkedin.com/in/jeff-wilson-850a209/

IT ALL STARTS HERE.