A Look Back at Anthony Rapp, From The Little Prince to Seasons of Love episode artwork

EPISODE · Mar 6, 2026 · 1H 21M

A Look Back at Anthony Rapp, From The Little Prince to Seasons of Love

from Why I‘ll Never Make It · host Patrick Oliver Jones

Since making my Broadway debut in Beetlejuice last year, I’ve spent a lot of time thinking about what it actually means to “make it” in this business. It took me twenty years from my first Broadway audition to finally getting that credit, with plenty of near misses along the way. But imagine being just ten years old and moving to New York City with your family for your Broadway debut…only to have the show close during previews. That’s exactly what happened to Anthony Rapp. Recorded in 2022 as the theater industry was finding its footing again after the COVID shutdown, our conversation goes far beyond the role many people know him for—Mark in Rent. Anthony reflects on that almost Broadway debut, the reality of film producers who didn’t want to cast him, and how he navigated the loss of two people closest to him. You’ll also hear a bonus segment about his time playing the title role in You’re a Good Man, Charlie Brown. Correction: In the episode introduction, I mistakenly referred to Anthony Rapp as playing Roger in Rent. Anthony actually originated the role of Mark Cohen on Broadway. Also, with it being mentioned during the episode, Anthony’s answers to the Final Five Questions can also be found here. Follow Anthony: IMDb / IBDB / Instagram Learn more about your ad choices. Visit megaphone.fm/adchoices

Since making my Broadway debut in Beetlejuice last year, I’ve spent a lot of time thinking about what it actually means to “make it” in this business. It took me twenty years from my first Broadway audition to finally getting that credit, with plenty of near misses along the way. But imagine being just ten years old and moving to New York City with your family for your Broadway debut…only to have the show close during previews. That’s exactly what happened to Anthony Rapp. Recorded in 2022 as the theater industry was finding its footing again after the COVID shutdown, our conversation goes far beyond the role many people know him for—Mark in Rent. Anthony reflects on that almost Broadway debut, the reality of film producers who didn’t want to cast him, and how he navigated the loss of two people closest to him. You’ll also hear a bonus segment about his time playing the title role in You’re a Good Man, Charlie Brown. Correction: In the episode introduction, I mistakenly referred to Anthony Rapp as playing Roger in Rent. Anthony actually originated the role of Mark Cohen on Broadway. Also, with it being mentioned during the episode, Anthony’s answers to the Final Five Questions can also be found here. Follow Anthony: IMDb / IBDB / Instagram Learn more about your ad choices. Visit megaphone.fm/adchoices

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A Look Back at Anthony Rapp, From The Little Prince to Seasons of Love

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This episode was published on March 6, 2026.

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Since making my Broadway debut in Beetlejuice last year, I’ve spent a lot of time thinking about what it actually means to “make it” in this business. It took me twenty years from my first Broadway audition to finally getting that credit, with...

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