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Born in Birmingham, Pendrey spent his entire playing career in England. He signed for Birmingham City in 1965 as an apprentice defender, before agreeing professional terms in 1968. He played for the club until 1979, making 306 appearances and scoring 4 goals. He left for Wolverhampton Wanderers then had spells playing for West Bromwich Albion, Torquay United, Bristol Rovers and Walsall.

After retiring from playing in 1983, Pendrey became a coach at Walsall. Working alongside manager Alan Buckley he helped coach the team to the Milk Cup semi-final in 1984. In 1986, Pendrey was replaced when Walsall was sold to a new owner, Terry Ramsden.

From 1987 to 1989 Pendrey returned to Birmingham as manager. However, under his stewardship the club was relegated to Third Division for the first time in its history, and he was replaced by Dave Mackay soon after.

When Gordon Strachan become manager of Coventry City in November 1996, Pendrey was appointed his assistant. When Strachan departed in 2001, Pendrey left the club also, only to reunite as manager and assistant at Southampton on 22 October 2002.

On June 1, 2005, Pendrey joined Celtic as Strachan's assistant manager, a position he holds currently