Donay O'Brien-Brady joined Posh following spells within the Tottenham Hotspur and Huddersfield Town Academy systems and made his first team debut for the club against the Terriers as a second half substitute on the opening day of the 2024-2025 season. 

The midfielder can operate in a variety of positions including the number 10 and is a good passer of the ball and someone who likes to get the ball moving. Has made 54 appearances for Posh, but has found first team opportunities limited as is currently on the transfer list.