
The actor’s journey is one of occasional highs and frequent lows. It is a path riddled with self-doubt and frustration as we question our career choices, wondering if we’ll ever really ”make it.” But it is those few moments of glory on stage or screen that can sustain us through all the setbacks and challenges. On this award-winning podcast, New York actor Patrick Oliver Jones invites fellow creat... more
| Publishes | Twice monthly | Episodes | 409 | Founded | 8 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | Performing ArtsArtsTV & Film | |||

What does it really take to build a lasting career as an actor? For Michael Kostroff, the answer is persistence.
Michael was actually one of the first guests to ever come on this podcast, and throughout this 10th season, you’ll get to hear from a fe... more
In the previous episode, you heard stories from Katerina Papacostas, where we got into her theater experiences as a 19-year-old as well as her current show, Chess, and filling in for the lead role of Florence Vassy. But there’s more to uncover! And s... more
Broadway performer Katerina Papacostas joins the opening episode of Season 10! She has spent years of working in on tours, on Broadway, and across regional theatre. Currently appearing in the Tony Award–nominated revival of Chess, Kat recently steppe... more
As actors, it’s easy to get caught up in auditions, roles, and the day-to-day work of performing, often without stepping back to consider the larger forces shaping the stories we’re asked to tell. Playwright Lynn Nottage operates on that larger scale... more
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I’m so glad you interviewed John Rubinstein. Back in the 70’s I was lucky to see John and Ben Vareen in Pippin. I was also a fan of Children of a Lesser God and saw it twice with John. He was so adorable and talented. Thanks Patrick for having a favorite of mine on WINMI.
Patrick is one of the best podcast hosts out there. Insight and empathetic, he always brings the best out of his guests. Having an actor interview other working actors, rather than stars interviewing other stars, you get an idea of the struggles of going into this craft. It’s the best!
I love this podcast. Patrick is a top-notch interviewer who never gets in the way of his guests. Rather, he lets them talk. Further, he does his research, and the podcast’s production quality is second to none! Highly recommend this podcast. Patrick is the best of the best.
You need hobbies
Always look forward to another WINMI interview. This week is truly inspiring. I like the 3 story format. It gives the guest the time to be thoughtful and give details of his experience. Patrick has a way of encouraging his guests and shows empathy and love through and through. Kudos!!
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Recent interactions between the hosts and their guests.
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This show centers on the actor's journey, focusing on the realities of sustaining a career in theater, film, and television. Conversations typically unpack resilience, mentorship, and the balance between craft and persistence, often highlighting how artists reinvent themselves, navigate rejection, and stay creatively engaged over long arcs. A standout trait is the three-story interview format, which offers candid behind-the-scenes moments, practical career guidance, and personal reflections from a wide range of theater professionals and performers. The show is likely especially valuable for aspiring performers, casting industry folks, and anyone curious about the less-glossy side of making it in the arts, with a steady emphasis on honesty, ... more
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These podcasts share a similar audience with Why I‘ll Never Make It:
1. The Theatre Podcast with Alan Seales
2. Behind the Awards with Eila Mell & Bruce Gotlieb
3. Backstage Babble
4. DRAMA. with Connor & Dylan MacDowell
5. Stages Podcast
Why I‘ll Never Make It launched 8 years ago and published 409 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.
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Recent guests on Why I‘ll Never Make It include:
1. Katerina Papacostas
2. Lynn Nottage
3. Caroline Bowman
4. Adrienne Walker
5. Misha Osherovich
6. Lisa Howard
7. Geoffrey Owens
8. John McGinty
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