Wolf of
Williamsburg
We’ve all heard of The Wolf of Wall Street. Williamsburg is not Wall Street.
I spent most of my tech career living and building in this neighborhood. I watched it change, and changed right along with it, while staying curious enough to chase every crazy idea that came along. Success was always more about the journey and the stories than the big payday.
This page is the timeline of that. Every company, side project, business, property play, hustle, and ridiculous commercial idea I’ve tried. The ones that worked, the ones that failed, and the ones that never made it past a conversation.
Right now I’m the co-founder and CPTO of Goodword, an AI relationship management platform. I’m also continuing Wolf Works, my growth and AI advisory practice, and launching Wolf Works Labs, an incubator and accelerator for early founders who need someone to build their MVP and help them raise financing.
The endeavors.
The jobs, the companies, the side projects, and the hustles, more or less in the order I lived them. Most of the side projects didn’t work. That’s the point of the list. Where there’s a page, the name links to it.
- 01 Praxis Technology The consulting company I ran while working at CU Boulder, SimAuthor, and Beatport.
- 02 Beatport Director of Technology in Denver. Infrastructure behind growth from $250k to over $20M a year.
- 03 Reality Check Network The hosting years.
- 04 Monk Networks Made it to a business plan and a very orange logo.
- 05 Ops Dojo Became a Delaware company, then had to decide what it actually sold.
- 06 Shutterstock VP of Technology in New York. Scaled through the $3B IPO, 3 to 80+ engineers.
- 07 Reonomy CTO and VP Product. Under $1M to over $8M ARR in two years. Acquired by Altus Group.
- 08 Blue Sky Capital Partners Mobile home parks. Site visits, diligence, a signed purchase agreement. Then the economics changed.
- 09 Aaptiv CTO and SVP Product and Content. 5k to 350k paying members. Acquired by Pear Sports.
- 10 Apply Co-founder and Chief Digital Officer. The sticker business that started as a side company.
- 11 Notserious Ventures
- 12 New North Capital Never got past planning.
- 13 TRX GM Subscriptions and DTC in Santa Monica. $14M e-commerce, $7M ARR subscription.
- 14 Wolf Works My growth and AI advisory firm, with an incubator for early-stage founders.
- 15 Wahoo Fitness GM Subscription and DTC. $40M+ e-commerce, attachment rate up 20%, costs down 40%.
- 16 Goodword A relationship intelligence platform for founders and executives.
The full list is longer. I’m still digging it out of my email. The stories that did make it are in the archive.