The 2019–20 season was Stevenage's sixth consecutive season in League Two and their 44th year in existence. Along with competing in League Two, the club participated in the FA Cup, EFL Cup and EFL Trophy. Following a winless start to the season, manager Dino Maamria was sacked in September 2019. First-team coach Mark Sampson assumed control of the team in a Caretaker role, overseeing the club for 14 games. With the club in 23rd-position, Graham Westley returned as manager, his fourth spell at the club. Westley resigned in February 2020 and was replaced by player Alex Revell.