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.

Wolf of Williamsburg in a black beanie, shirt and tie, black trousers and simple shoes, holding a steaming coffee

The endeavors.

The jobs, the companies, the side projects, and the things I keep coming back to. A lot of these were happening at the same time.

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9 stories mentioning Peek / Side projects. Newest first.

  1. Seven Months of StartupsIn a fast stretch, I moved from Peek to a hosting company, then joined Shutterstock and kept Ops Dojo going on the side.
  2. New BeginningsI asked an old Beatport executive to help build a managed-infrastructure company on the side.
  3. The Rows Didn't MatchA database import kept producing the wrong row count during a week that also included illness and a London data-center trip.
  4. The Data Center Needed a CarA consulting job in Somerset required a rental car because I could not find a practical transit route from Manhattan.
  5. Only Young OnceI had a third job offer, a three-person startup that needed to scale, and a very loose theory about burnout.
  6. Let's Make It HappenThe music-store side project had a team, a rough market, and enough of my schedule cleared to begin after New Year's.
  7. Sorry for the Email LookupCraigslist replies had failed me before, so I found the founder's address and made sure my half-time Linux application reached a person.
  8. How Many Tracks?After Beatport I helped think through storage, catalog size, interfaces, and customers for a new high-quality music store idea.
  9. Add One SpaceAfter leaving Yodle, I kept helping with its Zenoss monitoring and proposed one space to stop a loose process match.