Jeff Glass speaks at the G20 Ventures Annual Meeting in Cambridge, a long way from where he grew up.

How a kid from Brooklyn became one of Boston’s top startup CEOs

I’ve already written about why we invested on Hometap, with the TLDR being because it’s a market opportunity on the scale of a whole new capital class, and because my friend Jeffrey Glass is one of the most backable CEO’s in Boston.

For this week’s podcast Jeff and I sat down to talk about why, and how he got to that place from the unlikely starting point of a humble household in pre-hipster, working class Brooklyn.

Jeff is a remarkable guy with a remarkable story, hear him tell it and you’ll learn along the way how he thinks about hiring, scaling a business, the important difference between execution and strategy problems, and why Hometap may just end up being the single most important thing he’s done so far.

Listen below and please be sure to subscribe on Soundcloud, iTunes, Stitcher, or Pocket Casts so you don’t miss a single, irregularly timed episode.

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