In this Ask Me Anything episode, Barry answers real questions submitted by artists and creatives navigating the entertainment business. Drawing on four decades of experience representing legends like Dave Chappelle, Wanda Sykes, and Bill Burr, Barry speaks candidly about resilience, rejection, growth, and what it really takes to build a lasting career. From getting “crushed like a bug” to turning setbacks into momentum, this AMA is a raw, motivational deep dive into mindset, career strategy, and surviving — and thriving — in a brutal industry.

Blueprint for Success
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Are you a comedian, actor, writer, director, producer, manager, host, podcaster or agent? Would you like personalized help to reach all of your goals in the entertainment business? Click the link to learn more & join our FREE industry networking group full of decades of experience!

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