Dylan Playfair

Dylan Playfair is a Canadian actor known for a variety of film and television roles including the portrayal of Reilly in Letterkenny, Gil in Descendants 2 and Owen in Haters Back Off!

Actively involved with Jr. A Hockey during his younger years, Playfair had initially planned to pursue it professionally, considering his influences were drawn from his father, Jim Playfair and his uncle, Larry Playfair (both former NHL players). Despite the mentorship, Playfair decided to leave hockey to pursue a career in film and television, a decision he credits Taylor Kitsch for, after watching him in Friday Night Lights.

Graduating from the Vancouver Acting School, Playfair’s growing body of work is complimented by his abilities in method acting. His first credited role spans back to 2012, portraying the role of Trevor Thompson in the found footage horror film, Grave Encounters 2. Appearing in smaller roles, Playfair soon scored the recurring role of Knox in Netflix’s teen comedy series Some Assembly Required. Appearing in 56 episodes of the series, Playfair received recognition for the portrayal, soon securing long running roles of Kyle in science fiction series Travelers and Owen in Netflix’s comedy series, Haters Back Off!

 Though a growing portfolio has thrust the young actor in the limelight, most would recognize Playfair for his portrayal in the TV movie, Descendants 2. The American fantasy musical focuses on the children on iconic Disney characters, placing Playfair in the role of Gil, the son of Gaston. In addition to the film, Playfair is also acknowledged for his role in the Canadian sitcom, Letterkenny, a series that relates to Letterkenny Problems, a short-format web series created for YouTube in 2013 (which also starred Playfair). The series received high praise, winning Best Comedy Series at the 5th Canadian Screen Awards in 2017.

Playfair recently appeared as Clayton “Clay” Turner in Netflix’s The Order, Coach T in the Disney+ series “The Mighty Ducks: Game Changers”, and reprised his role as Gil in Descendants 3.

Playfair’s Twitter feed is here.


Friday, November 12

1:00-3:00 pm: Autograph signing

3:30-5;00 pm: Autograph signing

5:00-5:30 pm: Letterkenny cast professional photo op

5:30-5:45 pm: Professional photo op

5:45-6:30 pm: Autograph signing

Saturday, November 13

11:00 am-11:45 am: Autograph signing

11:45 am-12:00 pm: professional photo op

12:00-12:30 pm: Letterkenny cast professional photo op

12:30-12:45 pm pm: autograph signing

1:45-3:00 pm: autograph signing

3:30-4:30 pm: panel

4:30-6:00 pm: Autograph signing

Sunday, November `12

11:15 -11:45 am: Letterkenny cast professional photo op

11:45 am-2:30 pm: Autograph signing


Saturday at 3:30pm in the Main Stage B

How Are Ya Now?

The cast members from “Letterkenny” share backstage stories about the Canadian comedy and its impact on American audiences. A Q&A will follow.


$40 autograph

$40 selfie

$70 autograph & selfie combo

If someone buys 10 items or more, the price drops to $35 per item