Gary Filipp

GARY FILIPP
SAME GUYPICK A SIDE
WORK
Gary Filipp, headshot
Make messy things make sense.
ENTER WORK ↓
PLAY
Gary Flip, headshot
Become someone else for a while.
ENTER PLAY ↓

WORK

01 · ADVISOR
Advises companies on strategy, growth, and transformation.
ROCKETMINDS · STARTUPS TO FORTUNE 500
02 · FOUNDER
Co-founded a hospitality tech company. Scaled it. Sold it.
~$10M SALES · TEAM OF 100 · EXIT 2023
03 · TECHNOLOGIST
Builds AI products and systems.
AGENTS · CONTEXT & HARNESS ENGINEERING
04 · INVESTOR
Invests in early-stage companies and public markets.
PRE-SEED · SEED · EQUITIES · OPTIONS

PLAY

01 · MODEL
Started in front of a camera.
JCPENNEY · KOHL'S · BOSTON STORE
02 · COMEDIAN
Did stand-up. Five minutes at a time.
SPOTS AROUND MADISON · CHICAGO · MIAMI
03 · IMPROVISER
Studied performance from a few different angles.
UW-MADISON · CHICAGO
04 · ACTOR
Back in front of the camera, now acting.
MIAMI · NEW YORK
WHO IS GARY

Never been very good at doing just one thing.

Grew up outside Madison and went to the University of Wisconsin. Spent a decade based in Chicago while living as a nomad around the globe before ending up in Miami. The rest is a little harder to categorize.

Gary in a hot-air balloon basket at sunrise, dozens of balloons in the sky behind him.
TRAVELOne month a year, somewhere else.
Gary in a red apron at the stove, holding up a roasted shank.
FOODIn the kitchen and at the table.
Gary on a boulder at a glacial lake below Fitz Roy, Patagonia.
OUTDOORSUsually happiest near water or mountains.
Gary in a handstand against a wall on a yoga mat.
MINDFULNESSSpending less time in my own head.
Gary kissing a foster puppy.
ANIMALSFostering, volunteering, and stopping to pet the dogs.

One or two notes a year. The kind I'd send if we hadn't caught up in a while.

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OR SAY HELLO · gary@garyfilipp.com