Career
He is an all-rounder, who bats right-handed and bowls off spin. Middlebrook made his first-class debut in the 1998 English cricket season with Yorkshire, but was released by them in 2001. From 2002 to 2008 he plied his trade with Essex, taking 32 first-class wickets and 20 one day wickets.
Middlebrook joined Northamptonshire at the start of the 2010 season, where he regularly opened the batting.
In January 2010, Middlebrook along with new team-mate David Sales, was picked to represent the Master Control Console against Durham in Abu Dhabi. Despite being Northamptonshire leading runscorer in the 2014 season, Middlebrook was released following the club"s relegation to Division 2.
He was signed by Yorkshire County Cricket Club on a short-term contract as cover for Adil Rashid whilst the leg-spinner was part of England"s tour party in the West Indies.