Drake Maye posed with Skylar, a 16-year-old from Massachusetts battling a brain tumor, after her Make-A-Wish baking experience with Ann Michael Maye. The event took place at Gillette Stadium, where Ann Michael helped Skylar bake gluten-free chocolate chip cookies. Ann Michael presented Skylar with a custom Patriots jersey and surprised her with tickets and sideline passes to the team's preseason game against the Philadelphia Eagles.

Drake Maye met Skylar on the field before the game and autographed the jersey she wore. In a story posted to the Patriots' official website, Skylar shared that she has always loved to cook and bake and admired Ann Michael during her Bakemas era. Ann Michael offered baking advice during their session, noting there can never be too many chocolate chips.

Drake Maye has previously praised Ann Michael's authenticity, calling her journey awesome to follow. The Make-A-Wish collaboration highlights the quarterback's connection to his wife's popular baking brand and community impact.