Overend began his radio career as a volunteer at Hospital Radio Chelmsford. He joined BBC Essex in 1989, while still studying for his A levels. After studying journalism Overend became the UK's youngest full-time sports producer in 1994, at the age of 21. He then became a co-presenter of the BBC Essex Drivetime show.
In 1997 he joined BBC Sport to work on BBC Radio 5 Live as a reporter. He took over as the station's main tennis reporter in 2002 from Iain Carter and became correspondent a year later. In an 11-year tenure, he commentated on over 50 tennis tournaments, covering all of Roger Federer's Grand Slam titles, and Andy Murray's career from junior to world No.3. After the 2013 Wimbledon Championships, Overend accepted a new position as a presenter of 5 Live Sport, as well as reporting and commentating on football. He now presents 5 Live Sport every Sunday afternoon. He was succeeded by Russell Fuller as 5 Live Tennis Correspondent however he has since commentated on tennis for BBC Television. He has commentated on Wimbledon, Queens Club, the ATP Tour Finals and the Davis Cup.
- "Jonathan Overend". Hospital Radio Chelmsford. Retrieved 2012-02-15.
- "Jonathan Overend". Yellow Poppy Media. Retrieved 2012-02-15.
- "Jonathan Overend". BBC Sport. Retrieved 2012-02-15.
- "Jonathan Overend receives the SJA Broadcaster of the Year Award from Kate Hoey". Sports Journalists Association. Retrieved 2012-02-15.
- "Jonathan Overend's Wimbledon diary". BBC Sport. 24 June 2010. Retrieved 2012-02-15.
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