Born and raised in London, Ontario, Brady attended the University of Western Ontario where he studied Political Science. After finishing his four years, he then completed Fanshawe College's journalism program. Brady began his career in broadcasting at CIXX-FM, the campus radio station of Fanshawe College. He moved on to CKLW in Windsor, Ontario, then joining WDFN in the late 1990s. He appeared in various broadcast roles at WDFN before he settled into co-hosting the Jamie and Brady show, with Jamie Samuelsen, from 2002 to 2007. Brady was fired along with co-host Samuelsen and update host Matt Shepard in November 2007. Both Samuelsen and Shepard were eventually rehired by WDFN, leaving Brady as the only member of that show not to return to Detroit radio. As a non-American citizen without employment, Brady was forced to move back to his native Canada where he co-hosted The Bill Watters Show on AM640 Toronto Radio. He has also presented Leafs Lunch on the same station. Brady also has been an ice hockey play-by-play broadcaster for six seasons in the Ontario Hockey League. He spent five years as the first-ever broadcaster for the Saginaw Spirit, and spent the 200708 season broadcasting for the Windsor Spitfires. Brady is father of two young boys and is married to fellow sports journalist and women's hockey pundit Rachel Brady. He resigned from AM640 on June 23, 2010 in order to pursue a more favourable schedule at the FAN 590 to accommodate his family life. On August 16, 2010, Brady made his debut on the Fan 590 on the 12noon3pm timeslot with The Greg Brady Show. On September 13, 2010, Brady made his hosting debut for Hockey Central at Noon, co-hosted with Doug MacLean and Nick Kypreos, on the 12noon1pm timeslot, with The Greg Brady Show being reduced to the 1pm3pm timeslot. On February 10, 2011, Brady was reassigned to the 5:30am9am morning show on an interim basis after Andrew Krystal was removed from that timeslot, while still maintaining his co-hosting job on the Hockey Central at Noon timeslot. On March 10, 2011, Brady was officially named the new morning show co-host on the Fan 590, alongside Jim Lang. Daren Millard was named as Brady's replacement as co-host on Hockey Central at Noon. On February 8, 2017, it was announced that Brady would be part of Sportsnet 590 The FAN's new morning show: Sportsnet's Starting Lineup with Brady and Price. The new show, which launched on February 27, 2017 features Elliott Price, Brady and longtime Toronto Sportscaster Hugh Burrill.
BBC and Fighting Talk
Brady also does freelance work for the BBC, including co-commentating for the Super Bowl, other NFLplayoff games, and regular season games played in the UK, and reporting on Wimbledon. He has also been a regular pundit on the BBC Radio Five Live show Fighting Talk since its debut in 2003; while he regularly contributes to the programme via ISDN from Toronto, Brady has been making appearances in studio since 2007, coinciding with the annual NFL International Series game at Wembley Stadium, London. He has been described by Gillian Reynolds, radio critic of The Daily Telegraph, as "fast on the factual draw and witty with it." Mark Pougatch, writing for The Times, has described his observations as "entertaining." BBC Five Livereaches around 6 million listeners. The 2011-12 FT campaign was Brady's most successful to date, with six victories and five appearances in the Defend the Indefensible final, including a controversial double victory on the show's 8th birthday special on 8 October 2011 to put him ahead of rival John Rawling with 41 wins all-time. As of 19 May 2012, Brady has notched 44 wins during his FT career. Brady's record of six wins and as many appearances in Defend the Indefensible that season gave him his first-ever appearance in the FT Champion of Champions show, where he unfortunately did not make the final, finishing in a third place tie with Dougie Anderson.