Sherry Middaugh (Coldwater, ON) run at the 2021 Alliston Curling Club Cash Spiel came to an end in the semifinals with a 6-5 loss to Al Hutchinson (Owen Sound, ON). of the 2021 Alliston Curling Club Cash Spiel in Alliston, Ontario;
 
Middaugh finished 3-0 in the 8-team qualifying round. . In their opening game, Middaugh defeated Brandon Tippin (Owen Sound, ON) 11-8, then won 6-3 against Cory Heggestad (Stroud, ON) and 9-2 against Susan Froud (Alliston, ON) in their final qualifying round match.
 
Middaugh ranks th overall on the Year-to-Date rankings with points earned so far this season.