Jonathan Milgrom ’10, Founder and CTO, Docflow Labs
Jonathan Milgrom ’10, Founder and CTO, Docflow Labs
Jonathan Milgrom ’10 is a technologist and entrepreneur. After starting his career in corporate law, Jonathan transitioned into engineering, drawing on his background in applied mathematics and computer science to work in early-stage tech startups. He is now co-founder and CTO of Docflow Labs, where he is building workflow automation healthcare software, using agentic AI systems to deliver more reliable work at a fraction of traditional costs. Grounded in the analytical rigor and communication skills he developed at NYU Law, Jonathan embraces ambiguity as a design feature and builds technology with a deep sense of end-to-end ownership.
What made you decide to pursue a career in entrepreneurship/venture capital/startups after NYU Law?
A love of software and computers. In college, when curiosity was my only motivator, I studied math and physics as part of an applied math major that required that I take an introduction to programming class in C++. When I left corporate law, I began a web development immersive, three-month intensive into computer science fundamentals, information architecture, and web development.
How did NYU Law prepare you for this career?
NYU Law taught me how to deal with systems where ambiguity is a feature, not a bug. Also, the Law School taught me how to write! Few engineers can communicate through prose quite like I can.
Why do you think lawyers find success in this career path?
A focus on services and client service in particular. Ownership of the whole experience end to end is an important part of any business.
What was the biggest challenge you faced as a lawyer in this career path?
The hardest part of transitioning to engineering from law was landing that first engineering job. Fortunately, I attended a New York City tech fair that featured Triplelift, an ad tech startup founded by another NYU Law alumni, Eric Berry ’08. My resume found its way to the top of the heap, I got an interview, and I landed a job at one of the best early-stage tech startups in all of NYC.
What is the most important thing students should do while they are still in law school to prepare themselves for a career in entrepreneurship, in venture capital, or at a startup?
Put yourself out there. NYC is full of startups. Meetups are great place to meet them, as are job fairs. Build stuff on your own—there are some impressive low-coding tools out there now to help you get started, like lovable, v0, replit. Use AI—Claude is the best—if you get stuck at any point.
What was the most important lesson you learned in your career thus far?
If you find something you love, it’s never too late to start. Passion will help create a learning rate that allows you to catch up quickly.
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