Instagram/Drew Roy & Miley Cyrus & Celebrity Drew Roy shares his excitement about the Hannah Montana 20th anniversary, reflecting on his role as Jesse and the show's lasting impact. May 3, 2026 AceShowbiz - Drew Roy, known for his role as Jesse in the Disney Channel hit series Hannah Montana, recently shared his thoughts on the show's 20th anniversary special despite some tension involving co-star Miley Cyrus. In an Instagram video posted on Wednesday, April 1, the 39-year-old actor expressed his excitement about the milestone.