Jake attended Middlebury College, earning a degree in literary theory and classical political philosophy in 2006. Jake went on to become a consultant specializing in advertising technology & marketing strategy and has worked for Razorfish, Publicis, Booz & Co., and PwC.

In high school, Jake was a four-year letter winner as an LSM & defenseman at Episcopal, earning All Inter-Ac honors and served as co-captain. In college, Jake went on to play for perennial DIII powerhouse and multi-time NCAA champion Middlebury College, helping the squad to back-to-back NESCAC championships and strong NCAA tournament showings, reaching the national final in 2003 and 2005.