[1][2][3] His father, Mark Chernoff, is the vice president of programming for CBS Radio in New York.

[4] He attended the Pingry School in Basking Ridge, New Jersey.

He took an internship to work in the Indians' front office and remained with the team.

[1] He served as the director of baseball relations, and was promoted to assistant general manager in Cleveland in October 2010.

[5][6] In 2014, he declined an opportunity to interview for the general manager position with the San Diego Padres.