 However, with 20 seconds remaining, Southend took the match to a penalty shoot-out, in which Bentley was the hero after saving penalties from Matt Bloomfield and Sam Wood, meaning that Southend won promotion to League One.The season was full of accolades for Bentley, winning all three of the club's end of season awards – supporters' player, players' player and community player of the year.He was named the Football League Young Player of the Month for April 2015 and made the League Two PFA Team of the Year along with teammate Ben Coker.