
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 | Weekly | Episodes | 395 | Founded | 8 years ago |
|---|---|---|---|---|---|
| Number of Listeners | Categories | TV & FilmPerforming ArtsArts | |||

This past fall 2025 I got to see two of my favorite leading ladies on stage. The first was Christine Sherrill, who was making her Broadway debut in Mamma Mia. She and I had first worked together in the out-of-town tryout for First Wives Club back in ... more
Step inside the dressing room with Beetlejuice's Justin Collette for a behind-the-scenes conversation that’s equal parts bone broth and backstage banter. From the rock riffs of School of Rock to the undead hilarity of Beetlejuice, Justin shares his w... more
Being an actor requires a constant balancing act between showing up creatively and understanding how the industry actually functions. And Jen Rudolph has spent years operating at the intersection of casting, coaching, and strategy. She shows actors h... more
Chicago is now celebrating 29 years on Broadway, with multiple national and international companies as well. And for more than two decades David Bushman has been a part of various Chicago productions around the world. But what makes David’s story rem... 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!!
Key themes from listener reviews, highlighting what works and what could be improved about the show.
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Apple Podcasts | #193 |
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Focusing on the authentic experiences of creative professionals, this podcast offers insightful conversations that explore the highs and lows of the performing arts journey. Each episode features artists discussing their unique stories, highlighting the often-unseen struggles of breaking into the industry, the resilience required to navigate career hurdles, and the moments of triumph that keep their passion alive. With a strong emphasis on personal narratives, guests share their insights into becoming successful while remaining true to themselves, all while addressing relevant industry issues such as representation and the need for community support. This series provides not only inspiration for aspiring artists but also a reassuring remind... 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. DRAMA. with Connor & Dylan MacDowell
3. Backstage Babble
4. The Quiet Part Out Loud
5. Stages Podcast
Why I‘ll Never Make It launched 8 years ago and published 395 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. Justin Collette
2. Trisha Paytas
3. Lynn Nottage
4. Aubie Merrylees
5. Simon Tam
6. Corrie Legge
7. Jocelyn Jones
8. Jennifer Apple
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