In 1981 he became the resident DJ at the famous nightclub, Room At The Top, also at this time he worked for Soul On Sound and Soundwave magazines where he did reviews and interviews including Madonna, Kajagoogoo, Nick Heywood and In the mid-1980s on his pirate broadcasts on London station Horizon radio he interviewed artists such as Mary Wilson of The Supremes.
Osborne continued to DJ in clubs such as [[Hippodrome, Camden Palace, Limelight, Buzz Bar, London.
His interviews included The Spice Girls, Boyzone, Craig David, Jim Kerr and Robin Gibb.
When Virgin became Absolute Radio began presenting Weekend Breakfast and mid-week overnights, also filling in for absent DJs.
In addition to Jazz FM, Osborne is a presenter on digital soul music station Solar Radio on Tuesday afternoons.