In 2006, Calcott was appointed manager of Western Suburbs, after working at the club as an assistant coach.
After three years at Western Suburbs, Calcott was appointed manager of Miramar Rangers.
After a year at Miramar Rangers, Calcott joined Team Wellington as manager.
[3] In January 2017, Calcott was named manager of Cook Islands club Puaikura,[4] before leaving his position a month later.
[5] In February 2021, whilst working as a used car salesman, Calcott was appointed manager of Samoa.