[2] Gheisar began coaching with youth soccer club North York Hearts-Azzurri SC in 2005.

[4] He also served as an assistant coach with Portugal FC/SC Toronto in the Canadian Soccer League under Carmine Isacco.

[1] In 2011, he was nominated for the Coach of the Year award while managing SC Toronto's reserve team in the CSL's second division.

[8] He also served as coached Vaughan Azzurri in League1 Ontario, under Carmine Isacco (who he also worked with at SC Toronto and with the York Lions).

[11] In 2019, Vaughan participated in the 2019 Canadian Championship, defeating professional club HFX Wanderers FC 1-0 on the road in the second leg, but were eliminated on away goals in the two-legged tie.