
01
Why This Role Exists
Matt Gray has built a personal brand founders around the world follow, and a company that helps founders build systemized, founder-led businesses. Most people only see the finished video. The real story happens in between: a strategy call in a Hong Kong hotel lobby, a whiteboard session on a mountaintop in the Dolomites, a conversation with a founder that changes how they run their business.
Right now, most of those moments go uncaptured. This role exists to change that.
You'll be the person behind the camera when the best moments happen, at home and on the road. Then you'll turn them into long-form stories people watch to the end.
This is a rare seat. You travel the world with a founder at the top of his game, you get a front-row view of how a company is built in real time, and you own the story of it. If you've ever wanted to build a body of work around one person and one brand, this is it.
02
The Mission
At Founder OS, our mission is to help 100,000 entrepreneurs scale their businesses and unlock freedom. A lot of what makes Matt worth watching happens away from a planned YouTube shoot: the way he thinks out loud, the people he meets and the places he works from.
Your mission is to capture that and turn it into content, by:
You'll report to Matt and work within the brand and aesthetic standards he sets.
03
Output and Scope
Area What it looks like
Travel You go where Matt goes. Recent stops include China, Hong Kong, California and the Dolomites.
Filming Day-in-the-life, conversations, meetings, events, trips and behind-the-scenes.
Editing Two long-form videos a month, plus selects and B-roll handed to the video team for short form.
Formats Cinematic vlogs, documentary-style stories and conversation pieces, with talking-head support for the main channel when needed.
04
The Role
You will:
You will not:
05
What Success Looks Like
06
Who You Are
This role suits a specific kind of person. You've got taste, a keen eye for cinematography, and you're down to ride.
You might be:
The ideal candidate:
Requirements:
This role is not for you if:
07
Compensation
Competitive, and to be discussed. Remote between trips, on a global team.
08
How We Operate
Founder OS is built on freedom, community, creativity, and simplicity. Our values aren’t words on a wall. They’re how we operate, make decisions, give feedback, and hold each other accountable.
Value How it shows up
Insanely Simple Complexity is the enemy of execution.
Extreme Ownership Every decision starts with “What is best for the enterprise?”
Writing-First Culture If it’s not written, it doesn’t exist. Clarity is kindness.
Obsess Over Quality We are tastemakers. Every touchpoint is a chance to dazzle.
All-In Mindset The founder’s success is our success.
Elevated Design Design is strategy. Taste is our competitive advantage.
Dazzle Founders We treat founders like best friends and go the extra mile.
Relentless Velocity We move quickly toward a common, specific goal.
Solutions, Not Problems Never just bring a problem. Always bring a solution.
Above all, we are one team building one company.
09
How to Apply
Answer these in a Loom video, then share the link to your portfolio:
If you want to tell the story of a founder building in real time, and you're ready to match our intensity and ownership, this is the seat.
Join 302,591 founders getting one system a week.