Brooke Simpson (Blood/Love, 1776, The Voice)

Ryann Redmond (Bring It On, Frozen, Heated Rivalry)

Today’s guest is Ryann Redmond. I first fell in love with her signature mix of wit, silliness, and heart in If/Then, one of my favorite musicals where she starred alongside Broadway legends, like Idina Menzel, LaChanze, Anthony Rapp, & Jenn Colella. But Ryann’s Broadway journey began even earlier when she made her debut in Bring It On the Musical. Since then, she has become a dynamic and beloved presence on the New York stage, from originating roles in Escape to Margaritaville and Once Upon a One More Time to making history as the first female Olaf in Frozen. In this episode, we dive into how to sustain a long career in the business, the unexpected story behind performing Death Becomes Her alongside Real Housewives of Salt Lake City’s Britani Bateman, and what it was like sitting in the audience for MTV’s taping of Legally Blonde. Plus, keep an eye out for what’s next with Regency Girls, and you can catch Ryann back on the New York stage this spring in Heated Rivalry off-Broadway. Previews begin May 12, 2026, so run, don’t walk. ️⭐️ RATE • REVIEW • SUBSCRIBE ⭐️ If you love theatre and fashion as much as we do, invite another diva to join the Dressed Rehearsal community. Follow Dressed Rehearsal: 😎 Instagram: ⁠⁠⁠⁠⁠@DressedRehearsal⁠⁠⁠⁠⁠ [https://www.instagram.com/dressedrehearsal/] 🥸 TikTok: ⁠⁠⁠⁠⁠@Dressed.Rehearsal⁠⁠⁠⁠⁠ [https://www.tiktok.com/@dressed.rehearsal?_t=ZT-8x0bPj2wLpG&_r=1&fbclid=PAZXh0bgNhZW0CMTEAAaegwU9YAxnLTgiyf4ze9x912QGiR0-tUlSkrfzx4M2VBpDljD7Uq4OOM9CBAw_aem_bHg2niTCvQasaJbro75ApA] 🎥 YouTube: ⁠⁠⁠⁠⁠@DressedRehearsal [https://www.youtube.com/@DressedRehearsal]

Caroline Bowman (Frozen, Wicked, Smash)

Caroline Bowman is the true definition of an artist who leads with heart and authenticity. She made her Broadway debut as the understudy for Elphaba in Wicked and later returned to the role as principal Elphaba on Broadway. She was also part of the original Broadway cast of Kinky Boots and starred as Eva Perón on the Evita tour alongside her best friend and former podcast guest Desi Oakley. Caroline went on to lead the Frozen tour as Elsa for nearly five years, stood by for Nicole Scherzinger in Sunset Boulevard, and originated the iconic role of Karen Cartwright in Smash on Broadway. In this episode, we talk about what it means to grow in this industry alongside her Broadway husband Austin Colby, why betting on yourself is everything, and how the right roles truly come at the right time. ️⭐️ RATE • REVIEW • SUBSCRIBE ⭐️ If you love theatre and fashion as much as we do, invite another diva to join the Dressed Rehearsal community. Follow Dressed Rehearsal: 😎 Instagram: ⁠⁠⁠⁠⁠⁠@DressedRehearsal⁠⁠⁠⁠⁠⁠ [https://www.instagram.com/dressedrehearsal/] 🥸 TikTok: ⁠⁠⁠⁠⁠⁠@Dressed.Rehearsal⁠⁠⁠⁠⁠⁠ [https://www.tiktok.com/@dressed.rehearsal?_t=ZT-8x0bPj2wLpG&_r=1&fbclid=PAZXh0bgNhZW0CMTEAAaegwU9YAxnLTgiyf4ze9x912QGiR0-tUlSkrfzx4M2VBpDljD7Uq4OOM9CBAw_aem_bHg2niTCvQasaJbro75ApA] 🎥 YouTube: ⁠⁠⁠⁠⁠⁠@DressedRehearsal [https://www.youtube.com/@DressedRehearsal]

Donna Vivino (Les Miz, Wicked, Hell's Kitchen)

Introducing… Donna Vivino!!! A true Broadway baby who made her debut at just 9 years old as Young Cosette in Les Misérables. & let’s be clear, no one respects a young Cosette more than P!nk. From growing up onstage to becoming one of Broadway’s most beloved leading ladies, Donna’s career spans iconic roles like Elphaba in Wicked and Jersey in Hell’s Kitchen, plus unforgettable turns in Hairspray, Martin Short: Fame Becomes Me, & more!  Donna is that rare mix of heart, humor, and hard-earned wisdom. In this episode, she shares what it means to trust your instincts, advocate for yourself, & stay present on stage when your idol Bernadette Peters is in the audience!!! Next up, Donna heads to Pasadena Playhouse for Brigadoon alongside the legendary Tyne Daly. And beyond the stage, she is shaping the next generation through her company Broadway Unlimited, proving her impact goes far beyond the spotlight. ️⭐️ RATE • REVIEW • SUBSCRIBE ⭐️ If you love theatre and fashion as much as we do, invite another diva to join the Dressed Rehearsal community. Follow Dressed Rehearsal: 😎 Instagram: ⁠⁠⁠⁠@DressedRehearsal⁠⁠⁠⁠ [https://www.instagram.com/dressedrehearsal/] 🥸 TikTok: ⁠⁠⁠⁠@Dressed.Rehearsal⁠⁠⁠⁠ [https://www.tiktok.com/@dressed.rehearsal?_t=ZT-8x0bPj2wLpG&_r=1&fbclid=PAZXh0bgNhZW0CMTEAAaegwU9YAxnLTgiyf4ze9x912QGiR0-tUlSkrfzx4M2VBpDljD7Uq4OOM9CBAw_aem_bHg2niTCvQasaJbro75ApA] 🎥 YouTube: ⁠⁠⁠⁠@DressedRehearsal [https://www.youtube.com/@DressedRehearsal]

Brooke Simpson (Blood/Love, 1776, The Voice)

Brooke Simpson is a powerhouse vocalist, who made her Broadway debut in the groundbreaking revival of 1776, a bold reimagining featuring a multiracial cast of female, transgender, and nonbinary actors. She now stars Off-Broadway as Cleo in Blood/Love, [https://bloodlove.com/?gclsrc=aw.ds&gad_source=1&gad_campaignid=23330233574&gbraid=0AAAABCGjfLZcU_D6W948sJQn00E_wc8-r&gclid=CjwKCAjwtIfPBhAzEiwAv9RTJozxizlMm02g_uigx1Z83GA4tljo0GSoJUo5ShanO6oC7yMk5c8YZBoCqWwQAvD_BwE] an epic vampire rock opera packed with glam, diva vocals, and unapologetic edge. A proud member of the Haliwa-Saponi Tribe, Brooke first captured national attention as a Top 3 finalist on The Voice on Team Miley, and later as a Top 4 finalist on America’s Got Talent. Blending her roots as a recording artist with her love of theatrical storytelling, Brooke continues to carve out a space that is entirely her own, using music, performing, and fashion to express her artistry and identity. ⭐️ RATE • REVIEW • SUBSCRIBE ⭐️ If you love theatre and fashion as much as we do, invite another diva to join the Dressed Rehearsal community. Follow Dressed Rehearsal: 😎 Instagram: ⁠⁠⁠⁠⁠@DressedRehearsal⁠⁠⁠⁠⁠ [https://www.instagram.com/dressedrehearsal/] 🥸 TikTok: ⁠⁠⁠⁠⁠@Dressed.Rehearsal⁠⁠⁠⁠⁠ [https://www.tiktok.com/@dressed.rehearsal?_t=ZT-8x0bPj2wLpG&_r=1&fbclid=PAZXh0bgNhZW0CMTEAAaegwU9YAxnLTgiyf4ze9x912QGiR0-tUlSkrfzx4M2VBpDljD7Uq4OOM9CBAw_aem_bHg2niTCvQasaJbro75ApA] 🎥 YouTube: ⁠⁠⁠⁠⁠@DressedRehearsal [https://www.youtube.com/@DressedRehearsal]

Khaila Wilcoxon (Hadestown, Redwood, SIX)

Today’s episode features the unstoppable Khaila Wilcoxon, known to some as the Troy Bolton of Broadway. From debuting in the original cast of Hadestown to ruling as Catherine of Aragon in SIX, to most recently scaling trees and belting her heart out in Redwood alongside Broadway legend Idina Menzel, Khaila is carving out a career that is entirely her own. Grounded, joyful, and deeply intentional, Khaila is following her purpose while paving the way for the next generation of black artists. And when it comes to style, she is not here to play it safe. From her signature glasses collection to a philosophy inspired by Law Roach and Zendaya, she is dressing UP for every single moment. Oh, and her guiding light? None other than the one and only Beyoncé. The influence, the excellence, the intention. It’s all there!!! Be sure to catch Khaila Wilcoxon back in SIX on Broadway for a limited time starting May 18th, 2026! ⭐️ RATE • REVIEW • SUBSCRIBE ⭐️ If you love theatre and fashion as much as we do, invite another diva to join the Dressed Rehearsal community. Follow Dressed Rehearsal: 😎 Instagram: ⁠⁠⁠⁠@DressedRehearsal⁠⁠⁠⁠ [https://www.instagram.com/dressedrehearsal/] 🥸 TikTok: ⁠⁠⁠⁠@Dressed.Rehearsal⁠⁠⁠⁠ [https://www.tiktok.com/@dressed.rehearsal?_t=ZT-8x0bPj2wLpG&_r=1&fbclid=PAZXh0bgNhZW0CMTEAAaegwU9YAxnLTgiyf4ze9x912QGiR0-tUlSkrfzx4M2VBpDljD7Uq4OOM9CBAw_aem_bHg2niTCvQasaJbro75ApA] 🎥 YouTube: ⁠⁠⁠⁠@DressedRehearsal [https://www.youtube.com/@DressedRehearsal]