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. In 2016, Calcott managed Team Wellington to the New Zealand Football Championship.[1] In 2016, following his time at Team Wellington, Calcott was appointed manager of the Cook Islands' under-20 team.[2] In January 2017, Calcott was named manager of Cook Islands club Puaikura,[3] before leaving his position a month later.[4]
In February 2021, whilst working as a used car salesman, Calcott was appointed manager of Samoa.[5]
