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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11 stories mentioning Peek / Life & people. Newest first.

  1. The Network Kept WorkingA recruiter from Reonomy, a product colleague from Peek, and friends from the Shutterstock years all resurfaced while I built the team around Aaptiv.
  2. 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.
  3. New BeginningsI asked an old Beatport executive to help build a managed-infrastructure company on the side.
  4. Sure, Just Call MeI had left Peek for a new CTO job. The old team still needed help with the network, and I still answered.
  5. Passion Now. Safe Later.Facebook, Shutterstock, and Reality Check offered three different futures. I chose the fifteen-person hosting company.
  6. Holy Shit, FacebookA Facebook recruiter found my profile while I was already holding down multiple startup jobs in New York.
  7. Only Young OnceI had a third job offer, a three-person startup that needed to scale, and a very loose theory about burnout.
  8. 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.
  9. Baker What?Finishing my degree came down to an expensive New York classroom or a little-known online college built around six-week terms.
  10. Add One SpaceAfter leaving Yodle, I kept helping with its Zenoss monitoring and proposed one space to stop a loose process match.
  11. Official. Again.A few weeks after joining Yodle, I gave notice and took the Director of Technical Operations job at Peek.