Dylan Webster (Calgary, AB) run at the 2020 CurlingZone Digital Bonspiel came to an end in the semifinals with a 5-3 loss to Robbie Gordon (Winnipeg, MB). of the 2020 CurlingZone Digital Bonspiel in Anywhere, World; Webster advanced through the quarterfinals with a 6-1 win over Reid Carruthers (Winnipeg, MB). of the 2020 CurlingZone Digital Bonspiel in Anywhere, World;
 
Webster finished 5-1 in the 0-team qualifying round. . In their opening game, Webster defeated Adam Kingsbury (Ottawa, ON) 6-3, then won 8-5 against Carruthers and 8-4 against Ryan Abraham (Halifax, NS). Webster went on to lose 4-3 against Matt Dunstone (Kamloops, BC). Webster responded with a 10-4 win over Jason Ginter (Edmonton, AB). Webster won 6-5 against Kyle Doering (Winnipeg, MB) in their final qualifying round match.
 
Webster ranks th overall on the Year-to-Date rankings with points earned so far this season.