Last time Bailey and I spoke, we were doing a mini pub crawl through Manhattan’s West Village with his Fellow Travelers co-star Matt Bomer last year, to talk about their work on the acclaimed series. During that interview, Bailey talked about the tricky balance he had to strike in order to shoot Wicked, Bridgerton and Fellow Travelers simultaneously. Now, with the benefit of hindsight, he sees how the projects inadvertently informed each other—and emboldened him as an actor.
Courtesy of Yasmine Diba
“I just look back on Fellow Travelers with such fond memories,” he tells me now. “The confidence in telling that story, I think, is actually present throughout Fiyero. Wicked is so about identity. The resonance of the themes is even louder I think on film… Playing Tim [on Fellow Travelers] just beforehand allowed me to sort of maybe expand the part in a way that I wouldn’t have done otherwise.”
At Wicked’s Sydney premiere last week, Bailey experienced a full circle moment that left him in tears. “I sat with my sister, who’s based in Sydney, and had my two nieces watching it for the first time in front of an audience. And I felt a volcanic sense of emotion,” he says.
“Me and my sister went to the back and had a pint and we both just had a good cry. What Jon Chu has achieved in this film is exactly the sort of cinematic experience, that my whole entire family loved [when I was] growing up, and it’s what inspired me in the first place to want to [become an actor].”
At 36, Bailey is a veteran of the stage and the screen—he’s stolen scenes in Phoebe Waller-Bridge’s acclaimed pre-Fleabag series Crashing, held his own with Patti LuPone in a revival of Stephen Sondheim’s Company, and broken hearts in his award-winning turn on Fellow Travelers. But he’s hardly jaded and still finds himself overcome with emotion during various career milestones. “The wonder hasn’t left me,” he says.
It’s that same wonder he hopes to impart to young viewers watcing Wicked. “The idea that some lads somewhere might turn to their mom and dad and go, ‘I really want to dance’? That’s what it’s all about.”
“And also,” he says, with a laugh, “they’ll get bloody good legs in the process.”
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