Family Channel’s beloved series Wingin’ It is scheduled to bow on May 25 after three seasons, bringing to a close the adventures of Carl Montclaire, portrayed by Everett, and Porter Jackson, played by Joyette. Porter, an Angel-In-Training, aims to help Carl become the most popular student at Bennett High so he can earn his wings and fully become an angel. The finale promises a blend of humor and heart for audiences across Canada and the United States.
THE MAGAZINE sat down with Dylan and Demetrius to reflect on their time on Wingin’ It and to share glimpses of what lies ahead for both actors.
How are they feeling as Wingin’ It approaches its conclusion? Demetrius says it’s a mix of sadness and gratitude. He loved the experience and believes the ending fits the show perfectly. Dylan describes it as bittersweet, noting that wrapping a long shoot feels like leaving a temporary family behind.
What will they miss most about the show? Demetrius cites the camaraderie and the wild moments they shared, noting they worked twelve hours a day and formed a tight-knit family. Dylan also cherishes the atmosphere on set and the sense of community among cast and crew, calling it truly special.
Fans love a good memory, and the pair have plenty. Demetrius recalls promoting shoots that turned into playful chaos, including a handheld Jello moment that escalated into a splashdown with a bucket of water. Dylan remembers a lively dance sequence with the main cast, a moment that highlighted his sense of humor and the guidance of a patient choreographer who kept everyone on track.
Which episodes stand out? Demetrius points to a film noir adventure where the team pretended to be old-fashioned New York mobs, complete with suits and accents, a standout for him. Dylan’s favorite is the dream episode, a fantastical outing in which he played a leprechaun and the cast embraced broad, goofy humor. He also valued filming the finale, calling it a powerful and emotional culmination of the series journey.
What should fans anticipate in the series finale? Demetrius promises a blend of happiness and sadness, a fitting conclusion to the Wingin’ It saga that fans have followed for three seasons. Dylan teases a small, unexpected turn and notes that he even had a hand in naming the final episode, which he found incredibly cool.
How have the characters evolved since season one? Demetrius explains that Porter began as a confident, quick-thinking figure who believed he had all the answers. Over time, Porter grows alongside Carl, refining his approach and his partnership with Carl on screen. Dylan describes Carl as a lovable train wreck in the early days, a character who learns from Porter how to navigate high school life. Together, their dynamic is what drives much of the show’s humor and heart.
Are the actors similar to their characters in real life? Demetrius identifies a shared inclination to pause, assess, and solve problems, while also admitting he sometimes finds himself in tricky situations because he overthinks. Dylan notes a parallel in wanting to get through school days and keep a steady course, a feeling he can relate to even though his own school years were brief.
How did they begin acting? Demetrius started in modeling around six or seven years old, with his mother guiding him toward a range of activities that eventually led to acting and ongoing work. Dylan began acting around age ten after his sister started in the field; his mother supported the journey, and he has since grown to love the craft and the people he works with.
Who inspires them as actors? Demetrius admires stars like Robert Downey Jr., Leonardo DiCaprio, Denzel Washington, and Will Smith for their longevity and dedication to large, enduring projects. Dylan names DiCaprio, Heath Ledger, Tom Hardy, and Shia LaBeouf among his sources of inspiration, among others.
What music is on their current playlists? Demetrius mentions Drake’s No New Friends, while Dylan lists Drake’s 5 AM In Toronto as a current favorite track.
What do they enjoy doing in the summer? Demetrius loves working on his car, racing, and anything related to vehicles, sharing that he owns an Acura Integra. Dylan enjoys time with friends, camping, and sports, describing himself as a fairly typical teenager who values downtime and outdoor adventures.
What comes next for them? Demetrius is juggling a role on Degrassi and continues to explore acting while hoping to start a car-related business in the future. Dylan is anticipating the release of a feature film titled Skating to New York, currently in post-production, and he emphasizes a desire to keep creating work he can be proud of and that makes him happy.
As the end of Wingin’ It draws near, fans are invited to tune in on May 25 at 11:30 a.m. for the series finale, a moment that will mark the closing chapter of a show beloved by families across North America. Image credit: Family Channel.