Wolf of Williamsburg / The endeavors
Shutterstock
VP of Technology, New York / 2010–2015
I spent five years at Shutterstock as VP of Technology. I scaled infrastructure, core services, and data teams through the company’s $3B IPO, growing the team from 3 to over 80 engineers and owning a $10M+ infrastructure and operations budget.
Pre-AWS, we built a global network that held 99.99% uptime and stored over 1.5PB of data.
From the archive
- The Long Way HereI build technology companies, work with startups, run and ride bikes, fix old houses, and start more side projects than I need.
- Burying the Lead a BitI applied to Chicago Booth without an undergraduate degree while a Wahoo offer, a house purchase, and Apply all kept moving.
- Skip That Bachelor'sCornell encouraged me to apply for its Executive MBA Metro NY program even though I never finished college. I got excited before I got careful.
- Tell Me the Truth, LinkedInAfter years of building startup teams, I started asking what a much larger technology company might offer and what I would have to give up.
- Nine Out of TenA recruiter suggested I talk to a venture firm. I explained the unfinished degree, years inside startups, and why most firms might still say no.
- The Wrong Kind of UnicornThree recruiters pitched senior engineering roles at giant companies. I sent them the same answer: impact, ownership, and an interesting problem.
- Sixty People, Two Hundred ThousandAaptiv had reached about 60 people and 200,000 paying members. I was recruiting, reviewing Peloton, and logging searches that returned nothing.
- 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.
- I Needed a Peaceful NightAfter thinking nonstop about an offer from Aaptiv, I declined because I still wanted to build a company from the beginning.
- More Interesting Than ExpectedA short conversation with Vimeo left important questions untouched, but the company itself gave me a reason to keep talking.
- Too Much for One CallA conversation about my Shutterstock years made one thing clear: I still wanted the mess and momentum of building early.
- I Need a ManagerI had let the management system slip while Reonomy grew, and the number of direct relationships was no longer workable.
99 more in the archive.