He failed to break into the first team with Shrewsbury, however, and was allowed to sign with Wrexham in January 2019 before he returned to the English Football League with Port Vale in June 2019.
[6] He joined Leicester City on loan during the 2013–14 season,[7] mainly playing in their under-21 squad, before he was signed by manager Nigel Pearson permanently in the summer.
[8][9] Kennedy made his first-ever start in competitive football in the Scottish League Cup, in a 3–1 extra time win at East Fife on 25 August.
[11] Stephen McManus remained first-choice centre-back under new manager Mark McGhee, whilst Kennedy competed with Louis Laing and Ben Hall to play alongside him.
[4] On 21 July 2017, Kennedy signed a one-year contract with National League side Macclesfield Town after impressing during a trial game against Derby County.
[18][19] He left the New Meadow after being released on 10 January 2019 as new "Shrews" manager Sam Ricketts preferred Mat Sadler, Omar Beckles and Luke Waterfall ahead of him.
[21] With Manny Smith and Doug Tharme injured, leaving only Shaun Pearson and Jake Lawlor available at centre-back, manager Graham Barrow said that "it gives us depth and would also allow us to play with three at the back if needs be.
[26] Having coached Kennedy at Macclesfield and Shrewsbury, manager John Askey said that he would provide competition for established centre-backs Nathan Smith and Leon Legge.
[32] On 13 August 2020, Kennedy joined National League North side York City on a one-year deal; he had previously worked under manager Steve Watson at Macclesfield Town.
[41] His grandfather, Paddy Kennedy, was one of the "Busby Babes", though he only played a handful of games in a seven-year career for Manchester United, Southampton and Blackburn Rovers.