TOM CHEDDADI

Hey, I'm Tom.

Built BuddyBoss to $7M+ ARR. Exited. Built Rapyd Cloud to seven figures. Exited. Now building again.

Sold over $35M of products and services online. 50K+ customers built on what we shipped. Now scaling Setsail (marketing agency) and Own Your Agency, where I help other agency founders scale theirs.

Tom Cheddadi — editorial portrait, atrium

Built & Exited

Built. Scaled. Exited. Twice.

Over the past decade, I've built and exited two seven-figure online businesses. The pattern? Strong systems, the right people, and assets worth buying.

Exited · 2024

BuddyBoss

Co-founded and scaled BuddyBoss to over $7 million in annual revenue before its exit to Awesome Motive's WPBeginner Growth Fund.

The platform powers tens of thousands of membership and community sites worldwide, including platforms for Jay Shetty, Tom Bilyeu, Jack Canfield, and the Female Entrepreneur Association. Over 25,000 active communities and eLearning sites still run on what we built.

$7M+ARR at exit
120 peopleTeam at peak
25K+Active sites
Exited 2024Status

Exited · 2025

Rapyd Cloud

Co-founded Rapyd Cloud as a direct response to an unmet need among BuddyBoss customers. High-performance managed WordPress hosting designed for high-traffic membership, eLearning, and ecommerce sites.

We hit seven figures within nine months of launch, then exited so I could move on to the next chapter.

9 monthsTime to 7 figures
High-traffic WPTarget market
Exited 2025Status

Why I build agencies

Built one seven-figure agency. Scaling another to eight figures.

In the early days, BuddyBoss was just my co-founder, two part-timers, and a small WordPress product generating leads. I turned those leads into an agency. Within six months, that agency was generating 8 to 10 times the revenue of the product itself. That's what cemented my partnership in the company and funded everything we built after.

I had no playbook. No mentor. I built and scaled it by figuring it out: every system, every hire, every margin lever. Those lessons compound. I'm applying the same playbook to Setsail today, and the results are showing up in months, not years. It's also why I started Own Your Agency: to help other agency founders make the same transition I made. From wearing every hat to a business that runs without them.

Pre-stage moment in a packed auditorium

What I'm Building Now

Two lanes. One playbook.

Running a performance marketing agency and advising other agency founders. Two lanes, same playbook: build the systems, build the team, build something worth owning.

Agency

Setsail Marketing Agency

Present · Co-owner & CSO

A performance marketing agency I co-own and lead strategy for. We're optimizing operations, scaling sales, and improving the quality of what we deliver. AI is doing two things for us: sharpening how we deliver, and keeping our clients ahead of the game with it.

Visit Setsail

Advisory

OYA.

Own Your Agency

Present · Founder

For agency founders past the early chaos. We diagnose what's keeping the agency stuck, prescribe the path forward, and deliver it. Strategy, systems, and the operating support that turn founders into owners.

Visit Own Your Agency

Beyond Business

Life outside the work.

I split my year between Dubai and Vancouver. Dubai for the energy that lights a fire in me. Vancouver in the summers, for real time with friends, family, and team. The rest of my family is across Morocco, the U.S., and Europe.

When I'm not working, I'm with my wife and daughter — training, traveling, or chasing weekend adventures. The pace changes, but the momentum is the point.