A serial entrepreneur, Jesse’s mission is to continually raise the bar and build his LIFE RESUME. And with a passion for endurance challenges, he completed Ultraman in 2022 at the age of 53. That was a 6.2 mile open water swim, 261.4 mile bike, and 52.4 mile run the same year he sold his endurance hiking company, 29029 Everesting, to iFit. These things are not uncommon for Jesse, who also finished a 100 mile running race, sold Marquis Jet to Warren Buffett in 2010, and partnered with Zico Coconut Water which sold to Coca-Cola in 2013.

Jesse’s career is unlike anyone else. He started as a rapper on MTV in 1991, became the Manager of the greatest hip-hop band ever, Run-DMC, and wrote the anthem for the NY Knicks.

He always says, "you don’t have to be the smartest in the room, but you have to be the most passionate!" He teaches his principles and best practices through his online course and coaching program—The Calendar Club™.