Levine served as principal associate deputy attorney general and principal deputy associate attorney general at the U.S. Department of Justice during the Reagan administration. He resigned in 1988. After five years in private practice, he served as New York City's Labor Commissioner from 1994-1995. He was the chief labor negotiator for Major League Baseball and negotiated the 1996 MLB labor agreement. He left Major League Baseball to become New York City's Deputy Mayor for Economic Development, Planning and Administration from 1997 to 2000. In January 2000, he announced his resignation from Rudy Giuliani's administration, citing a return to private practice; he was named president of the Yankees the next day.
President of the New York Yankees (2000-present)
Since the 2000 season, Levine has served as President of the Yankees. During his tenure the team has won World Series championships in 2000 and 2009. In 2007, he was named to BusinessWeek's list of the 100 most influential people in sports, at number 77. He is also Of Counsel with the national labor and employment law firm Jackson Lewis P.C. In 2012, 2013, 2014 and 2016 Levine won Emmy Awards as Executive Producer for YES Network's Forbes SportsMoney show.
Politics
Levine was a "bundler" for John McCain's 2008 presidential campaign, and raised between $100,000 and $250,000 for McCain in 2008. In December 2018, Levine's name was leaked as a potential replacement for departing White House Chief of Staff John F. Kelly. Levine has dismissed these rumors, saying he is content with the Yankees.
Personal
Levine resides in Manhattan and also on his farm in Pawling, New York with his wife Mindy Franklin Levine and their seven dogs: Zion, Otto, Zbiggy Pierogi, Miss Lucy, Jemimah, Pearl V. and UmGirl. He also has five horses, including two quarterhorses, Hanukah Harry and Olaf, the former runaway NYC carriage horse Oreo a Shire draught rescue named Fiona and a mule rescued from a kill pen auction named Jitterbug. Levine has rescue cows, as well, including two Charolais heifers, a Hereford-Angus cross and two retired dairy cows, Lucille and Serene. Levine also has a champion show dog Labrador Retriever named Hedgelawn's Sharper Image aka Mitch. Levine is very active in animal rescue efforts and is a proponent of equine therapy for military veterans. Levine has a sandwich named after him at the Parm restaurant on the Upper West Side. The ingredients include char siu pork and Italian fries, two of Randy's favorite foods.