Todd Kramer and Jay Reum are joined by the brilliant Pippa Winslow — actor, singer, voice artist, teacher, and all-around force of nature — for a joyful, insight-packed conversation with someone who has truly lived the actor’s life.
With a career spanning four decades, Pippa trained in the U.S. at the American Conservatory Theater in San Francisco, worked extensively in New York, and has since made London her home for many years. Today, she’s still very much in the game — currently appearing in Paranormal Activity in the West End — and bringing the same curiosity, courage, and craft that have defined her career from the start.
Pippa shares stories from a lifetime onstage and onscreen, along with practical, hard-won advice for actors at every stage: training, resilience, longevity, community, and how to stay creatively alive in a profession that constantly tests you. Beyond the credits, what really stands out is her generosity — her commitment to supporting actors, building community, and openly sharing the knowledge she’s gathered along the way.
Jay and Todd had an absolute blast with her, and you can hear it. Funny, honest, deeply encouraging, and packed with real-world wisdom — this episode is a gift to aspiring actors and seasoned pros alike.
⏱️ CHAPTERS
00:00 – Welcome & introducing Pippa Winslow03:40 – Training in San Francisco and finding her footing09:10 – Early work in New York15:30 – Making the move to London21:50 – Building a long-term acting life28:20 – Theatre, voice work, and versatility34:40 – What four decades in the business teaches you41:10 – Supporting actors and building community47:30 – Staying curious and creatively alive54:00 – Advice for aspiring actors1:00:10 – Longevity, resilience, and perspective1:06:30 – Why the work still matters1:12:40 – Final thoughts & wrap-up
💬 Join the Conversation
What advice from Pippa hit home for you?How do you think about longevity and community in your own acting journey?Drop a comment and let’s talk about staying in the game — and helping each other do the same.
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