Craddock played at Old Trafford in the FA Youth Cup third-round tie against Manchester United alongside Antony Sweeney and Matty Robson.

[2] Man United won 3-2 (AET) and featured future stars such as Darren Fletcher, Phil Bardsley and Kieran Richardson.

[1][7] In 2005, Craddock played at the Millennium Stadium in front of 79,000 fans in the 2005 Football League One play-off final for Hartlepool against Sheffield Wednesday.

[10] He was warned he could face a spell on the sidelines by manager Billy McEwan after receiving a one-match ban after he was booked for fouling Forest Green Rovers striker Allan Russell after losing possession on the halfway line.

[17] Craddock signed for newly promoted Northern League Division One outfit Newton Aycliffe in July 2011,[18] and scored on his debut for the team, a 6–1 victory over Stokesley Sports Club.