Why I‘ll Never Make It

Actors today are expected to do far more than wait for the next audition. Increasingly, they're becoming writers, producers, directors, and creators of their own work. Rachel Lin has embraced all of those roles, but not without first overcoming expectations that her life should have taken a very different path. Rachel shares how growing up as a Chinese immigrant shaped both her identity and her career, from secretly applying to acting programs against her mother's wishes to navigating an industry where she rarely saw herself represented. She reflects on becoming the Law & Order franchise's first East Asian female detective, what that milestone meant, and why true progress still requires artists willing to tell their own stories. That philosophy ultimately led Rachel to create her acclaimed one-woman show, discovering along the way that no solo production is ever made alone. It's a conversation about representation, resilience, and why today's actors often have to become the architects of their own careers. Follow Rachel: Website / IMDb / Instagram / Vimeo --- Why I’ll Never Make It is an independent production of WINMI Media and Patrick Oliver Jones. To support the ongoing efforts of this podcast please ⁠subscribe⁠⁠ or ⁠⁠donate⁠⁠. Thank you! Learn more about your ad choices. Visit megaphone.fm/adchoices

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 2015 that ran for about a month and a half in Chicago. But due to various factors that show never ended up coming to New York. Nonetheless, Christine was so great in that show. And she brought that same energy and vocal power to the role of Donna in Mamma Mia as well. The second leading lady I got to see was also someone I had worked with before in 42nd Street at Goodspeed in Connecticut. Now, she wasn’t making her Broadway debut, but she was playing a character for the first time: Roxie Hart in the long-running musical Chicago. She has about another month in this role, and so to celebrate her fantastic performance in the show I thought I would replay my conversation from 2022 with this dynamic leading lady...Kate Baldwin --- Why I’ll Never Make It is an independent production of WINMI Media and Patrick Oliver Jones. To support the ongoing efforts of this podcast please ⁠subscribe⁠⁠ or ⁠⁠donate⁠⁠. Thank you! Learn more about your ad choices. Visit megaphone.fm/adchoices

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 how to become clearer, more intentional collaborators in the room and more viable professionals outside of it. Together we talk about her years as a casting director and the creation of The Actor’s Green Room, where she worked closely with actors in person. This eventually morphed into the online space and the leap to fully digital training with the creation of the 2% Signature System. Jen also gives her honest and sometimes controversial assessment of education, access, and the cost of becoming a more bookable professional. Jen’s insights show us why some actors keep getting called in, keep getting trusted, and keep getting hired. And as a special treat, you get my full conversation with Jen in one single episode, something normally reserved for subscribers, that include auditions stories and the Final Five questions. --- Why I’ll Never Make It is an independent production of WINMI Media and Patrick Oliver Jones. To support the ongoing efforts of this podcast please ⁠subscribe⁠⁠ or ⁠⁠donate⁠⁠. Thank you! Learn more about your ad choices. Visit megaphone.fm/adchoices

The previous episode with Trisha Paytas covered so much ground, from her recent Broadway debut in Beetlejuice to her rise as a YouTube star. But one of the best parts of every conversation is when we get to discuss the Final Five Questions. It’s where we hear about personal lessons, hopes for the industry, and those moments that truly define an artist’s career. --- Why I’ll Never Make It is an independent production of WINMI Media and Patrick Oliver Jones. To support the ongoing efforts of this podcast please ⁠subscribe⁠⁠ or ⁠⁠donate⁠⁠. Thank you! Learn more about your ad choices. Visit megaphone.fm/adchoices