Kyle Dempsey

Carlisle United

Dempsey made his first-team debut for Carlisle United on 28 January 2014 in a 3–0 win over Milton Keynes Dons, coming on a substitute for David Amoo. He played three further League One games in the 2013–14 campaign, which culminated in relegation, costing manager Graham Kavanagh his job. Dempsey turned professional in April 2014, saying "it genuinely does feel like my hard work has paid off". Academy manager Alan Moore said that "the real hard work starts now". He made his first career start in a 2–0 defeat to Derby County at Brunton Park in the EFL Cup on 11 August 2014, being named as Carlisle's man of the match. On 6 September, he scored twice on his full home league debut against AFC Wimbledon. He scored 11 goals and provided 10 assists during the 2014–15 season. He was named as Carlisle's Player of the Year, helping the team to avoid relegation from League Two and being entrusted with the captaincy despite his teenage years by manager Keith Curle. He was the youngest player to wear the captain's armband for the club. He signed a new 18-month deal in February. Dempsey had a buyout clause in his contract and was strongly linked to both Barnsley and Milton Keynes Dons, among others.

Huddersfield Town

Dempsey signed a three-year contract with Championship club Huddersfield Town on 10 July 2015 for an undisclosed fee. The fee was reported to be £300,000. Manager Chris Powell said that he was not a replacement to recently departed midfielder…

Dempsey has been utilised as a "deeper-lying number eight to a number 10 behind the front two", describing himself as a "goal-scoring midfielder" who "likes to receive the ball around the halfway line and drive with the ball and bring everyone else into play". He is also capable of playing on the wings if required. He has leadership qualities, having captained clubs since his teenage years. At Carlisle, he had been described as "one of the most determined young footballers you could wish to find".

As of match played 24 October 2026

Kyle Michael Dempsey was born on 17 September 1995 in Whitehaven, Cumbria. His father, Michael Dempsey, played rugby league professionally for Workington Town and he nearly followed his father into the sport, having played for youth sides at Wigan Warriors before electing to pursue a career in professional football. He had also been capped by England at under-16 level. On 1 March 2023, at Carlisle Crown Court, Dempsey and his father both admitted assaulting a Maryport doorman on 16 July 2022. He received a 12-month suspended sentence, suspended for 18 months, 200 hours of unpaid work, £1,750 in compensation, and a 9pm–7am curfew enforced by an electronic tag. He was permitted to break the curfew to fulfil his professional football commitments.