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Apart from his playing career, has Caldwell been involved with any football club in an executive role?
He has never held an executive role
Yes with Oakville Blue Devils FC
Yes with Toronto FC
Yes with Vancouver Whitecaps
Answer
Yes, Caldwell has been involved with the Oakville Blue Devils FC in an executive role. He has served as the club's president since 2013, and has helped to guide the team to success in the Canadian Soccer League. Caldwell has also been involved in the development of the club's academy, which has produced a number of talented young players.
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