The judges for each episode align with that week's challenge, and there are some big names who will appear on the show.
- Episode One: ESPN radio host Ben Lyons and sports photographer David Bergman.
- Episode Two: Designer Pamella Roland and fashion photographer Emily Soto.
- Episode Three: Jeremy and Tom Jauncey, who founded Beautiful Destinations.
- Episode Four: There will be no guest judges and will focus on the final challenge.
- Episode Five: Model Coco Rocha and the Editor in Chief of Yahoo Style Joe Zee.