Guy Oseary was born on October 3, 1972, in Jerusalem, to a Jewish family. He was raised in California and attended Beverly Hills High School. Together since 2006, he married Brazilian model Michelle Alves on October 24, 2017. They have four children together.

Oseary began as an independent A&R rep in 1989 at the age of 17, he soon became one of the first employees of Madonna’s Maverick record label in 1992.

Guy Oseary appears in cameos in movies such as Charlie’s Angels, Charlie’s Angels: Full Throttle, and You Don’t Mess with the Zohan. He also made a cameo in Madonna’s 1992 music video for her single “Deeper and Deeper,” in which he appears as a dancer with an afro wig in a club.

In May 2004, Guy Oseary partnered with Jason Weinberg and Stephanie Simon to become a principal in Untitled Entertainment, a management company with offices in Beverly Hills and New York City. In 2005, Oseary became the manager for his longtime business partner Madonna and guided her through the Confessions Tour (2006), Sticky & Sweet Tour (2008–09), and The MDNA Tour (2012), which are among the highest-grossing concert tours of all time. He won Top Manager at the Billboard Touring Awards in 2006 and 2009. In 2007, Guy Oseary negotiated a 360 deal partnering Madonna with Live Nation worth $120 million. On 12 November 2013 it was announced that Guy Oseary would be replacing Paul McGuinness as manager of U2 in a $30 million deal which would see Live Nation buy both Maverick and U2’s management company Principle Management. McGuinness was quoted as saying “I have long regarded Guy Oseary as the best manager of his generation, and there is no one else I would have considered to take over the day-to-day running of our business.” Oseary is also the manager for Amy Schumer.

Oseary, along with Ashton Kutcher and Ronald Burkle, is a co-founder at A-Grade Investments, a venture capital firm that has made numerous investments in companies such as Airbnb, Foursquare, Shazam, SoundCloud, Spotify and Uber. In 2010, Madonna and Oseary founded gym chain Hard Candy Fitness. They’ve also partnered with Iconix Brand Group to launch the lifestyle brand “Truth or Dare by Madonna.”