Accrington Stanley Ogle started his career in the
youth system at
Accrington Stanley starting a two-year scholarship in the summer of 2015. In November 2016, he made his professional debut in an
EFL Trophy group-stage match against
Wolverhampton Wanderers U23. He came on as a substitute for
Seamus Conneely in the second half in a 4–0 defeat. In February 2017, Ogle joined
Northern Premier League Division One North side
Ramsbottom United on loan. On 23 August 2018, Ogle joined
Southport on an initial one-month loan deal, citing that he was "really looking forward to playing some more competitive first team football". After impressing during five starts, Ogle's loan was extended until the end of the 2018–2019 season, with Ogle saying, "I’m pleased that I've been able to put in some good performances. The fans have been great to me and I'm enjoying my football at Southport. I know this club will help me develop into a much better player." Ogle won the Trust in Yellow player of the month for September 2018. On 20 July 2019, Ogle re-joined
Southport on loan until January. On 19 October 2020, Ogle joined
AFC Fylde on loan until January. He played six times in all competitions for the club. On 1 March 2021, Ogle joined
National League side
Altrincham on a one-month loan. The loan was then extended for the remainder of the 2020–21 season. Ogle was released by Accrington at the end of the 2020–21 season.
Hartlepool United On 12 July 2021, Ogle joined newly promoted
League Two side
Hartlepool United on a two-year deal. In the 2021–22 season, Ogle made 24 appearances in all competitions for Pools.
Scunthorpe United At the start of the 2022–23 season, Ogle's first-team opportunities at Hartlepool became limited due to him becoming the club's third-choice right-back. As a result, on 29 July 2022, he signed for
National League club
Scunthorpe United on a free transfer. Despite relegation to the
National League North, Ogle received plaudits for his performances and was named as the club's Supporters' and Players' Player of the Year at the end of the 2022–23 season. He made a total of 38 league appearances in his debut season for The Iron. In June 2023, it was revealed Scunthorpe had turned a bid from National League side
Oldham Athletic to sign Ogle. In a statement, the club said he remained firmly in manager Jimmy Dean's plans for the upcoming 2023–24 season.
Oldham Athletic On 29 May 2024, it was announced Reagan had turned down a new contract with Scunthorpe to join
Oldham Athletic. ==Personal life==