About Me

Well, since you asked…

I am a serial entrepreneur turned early stage investor, innovation expert, and reluctant professor (more on that later.)

I have invested in over 70 startups over the past two decades and mentored or advised hundreds more. Over the years I have gained a keen appreciation for how hard it is to build a successful startup, even under the best of circumstances.

After a brief stint at Kaplan helping transition their traditional classroom test prep services into online products, I joined my first startup, Bunk1, as founding COO and spent eight years building it from scratch to the leading provider of web services to the summer camp industry. After  Bunk1, I managed a family office where I  incubated new ventures while managing over $50M of hedge, private equity, and venture capital funds. I was then recruited to be the founding CEO of Layercake.com, an app that helped busy parents organize their digital memories. But why start one business when you can help launch dozens at the same time? So in 2014 I joined Dreamit as the Managing Director of the NY office before helping build Dreamit’s new, later stage accelerator platform and launching its Edtech and then its Urbantech (Proptech and Construction) verticals. 

These days I wear a lot of hats. I am the Strategic Advisor to  and Head of REACH Labs for Second Century Ventures, the venture capital arm of the National Association of Realtors. I also consult on innovation strategies for corporate venture funds (CVCs), accelerators, venture studios, etc. And for reasons that are still not quite clear to me, I somehow became an adjunct professor of entrepreneurship at Sy Syms School of Business in what I laughingly call my spare time. 

When I am not juggling startups, investments, or the occasional existential crisis, I write stuff. I am up to over 60 published articles for Fortune, Forbes, Propmodo, CREtech, AlleyWatch, and more. And I have even written a book, The Entrepreneur's Odyssey (Routledge Press, 2025), a textbook disguised as a novel about what it really takes to launch a startup.

Random bonus facts

A long, long time ago and in a galaxy far, far away (a.k.a. Chicago) I got my MBA from Chicago Booth and, even longer ago (in sunny Baltimore), my BA from Johns Hopkins University. 

I speak Hebrew fluently but my handwriting is atrocious. My Spanglish is fairly bueno but, thanks to a Belgian high school teacher, my French accent is borderline offensive. I remember enough of my six months of spoken Japanese classes to order drinks, find the bathroom, and apologize for being a foreigner. My JavaScript is holding up pretty well, all things considered.