[6] He made his Football League debut for Peterborough United on 18 January 2014 in a 3–0 win against Tranmere Rovers.
[9] On 5 February 2019, whilst he was playing in a 2–0 FA Cup fourth round victory against Championship club Middlesbrough, Day's wife gave birth to twin daughters.
[12] On 27 June 2019, Day signed a two-year deal with Cardiff City on a free transfer following the expiry of his contract at Newport.
[13] He made his debut on the opening day of the season in a 3–2 defeat to Wigan Athletic as a substitute in place of Neil Etheridge.
[23] In November 2023 Day was hospitalised with an infected spider bite on his head, forcing him to wear a protective headguard in Yeovil's FA cup tie against Gateshead.
[24] On 3 July 2024, Day joined League Two side Cheltenham Town, holding the role of player/goalkeeping coach.