CU Boulder
I went to CU to study molecular biology and ended up working on Linux, storage, networks, and security.
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 jobs, the companies, the side projects, and the things I keep coming back to. A lot of these were happening at the same time.
Get into the stories
I went to CU to study molecular biology and ended up working on Linux, storage, networks, and security.
In 2023, I finally rode across the country, from Los Angeles to New York in 29 days.
I kept the servers and store running while Beatport grew, with more consulting work waiting after hours.
I bought a battered Victorian in Poughkeepsie, then spent years working through what needed fixing.
We were still figuring out the business, but we had a very orange logo.
Before the product roles, there were server rooms, network cables, and a lot of work done by hand.
I spent nearly five years building teams and infrastructure at Shutterstock, through the IPO and plenty of late-night alerts.
Early runs, commute miles, and days on the trails have kept fitting around everything else.
I led technology and product at Reonomy, turning commercial real estate data into something people could actually use.
I like getting from a sketch and a conversation to something someone can actually try.
I led technology, product, and eventually content at a fitness company where I could run or ride to work with the team.
I once had the fastest bike split, ran an extra 300 meters, and lost the duathlon by four seconds.
I co-founded a sticker company and handled the digital side, while the stickers still had to get made, packed, and delivered.
At Apply, I built the digital store and bought the first three stickers myself to check that it worked.
I worked on subscriptions, the online store, and getting TRX Training Club out into the world.
A weekend in Estes Park once came down to finding a cabin that would let the puppy come too.
Wolf Works is where my advisory work and the things I want to build have a home.
Building Goodword has meant figuring out what email, calendars, and AI can actually tell us about a relationship.
At Wahoo, I worked on subscriptions and ecommerce in the bikes-and-technology overlap I was already spending my time in.
Monk Networks got as far as plans, spreadsheets, software in progress, and a logo I immediately sent to my family.
I’m the co-founder and CPTO of Goodword, building a product around the people and context scattered across our working lives.
At Reonomy in 2015, I held off on hiring one engineering director and wrote a spec for two or three team leads instead.
One Friday in Brooklyn, I went to hear a band in an office after everyone cleared their desks.
3 stories mentioning SimAuthor / Side projects. Newest first.