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WHAT DOES IT TAKE TO BUILD A GLOBAL LIVE ENTERTAINMENT COMPANY FROM SCRATCH AT AGE 21, WITH NO INVESTORS, NO LOANS AND TWO ROOMMATES ANSWERING YOUR PHONES FOR $3 OFF THE UTILITY BILL? IN THIS EPISODE, JIM FIELDING SITS DOWN WITH RYAN STANA, FOUNDER AND CEO OF RWS GLOBAL, THE WORLD'S PREMIER ONE-STOP SHOP FOR LIVE ENTERTAINMENT, TO TELL THE FULL FOUNDER STORY FROM A LIVING ROOM IN NEW YORK CITY TO SEVEN HEADQUARTERS ACROSS THE GLOBE. Ryan produced shows for Royal Caribbean, Six Flags and Disney before most people his age had a 401k. He bootstrapped the entire business for over two decades, bought three companies during COVID, then walked into 42 private equity meetings himself with his laptop and a presentation he built from scratch. This is one of the most honest, specific and genuinely inspiring entrepreneurship conversations the show has ever had. In This Episode: * Growing up in Greensburg, Pennsylvania with two entrepreneur parents and why that wired Ryan for business * Quitting his job, setting up a phone line in his apartment and landing a $200,000 Clear Channel contract on his first pitch * Why creativity and operations have to have equal respect, and what happens when they don't * The one-stop shop model: how RWS produces original shows, costumes, casting and choreography for one check * How Ryan bought the legendary Binder Casting agency to preserve a mentor's legacy, and what that unlocked for his talent pipeline * Bootstrapping for 20 years: why he never took a loan or an outside investor and how operations funded every bit of growth * Losing himself as a leader after COVID and the moment he reclaimed his identity and culture with "my way or the door" * Why he pitched 42 private equity firms himself instead of hiring a banker, and what he learned in every room * The transition from operating CEO to executive chairman: what it feels like to hand off the baby you raised for 23 years * What leaving space in your morning schedule does to your brain when you stop filling every hour with calls * Being an out gay CEO in corporate entertainment and why holding your husband's hand in a flyover state is an act of change * Why visibility in small towns matters more than visibility in New York or LA Timestamps: 00:01 – Welcome & how Jim and Ryan met through mutual friend Rema Awad 03:05 – Ryan's background: Greensburg, PA, child performer and theme park show obsession 06:12 – Senior year of high school: "Maybe I want to produce this." 07:19 – Writing corporate shows in college as a one-stop shop for hire 09:23 – Quitting his job, setting up a fake phone operation in his apartment and launching RWS at 21 10:59 – Never burn a bridge: the email that launched everything the next morning 12:00 – Walking into Clear Channel in Times Square and winning a $200,000 contract on day one 15:28 – First hire, first office and 23 years of zero outside funding 18:22 – Bootstrapping principle: the money that comes in is the money that goes out 24:00 – The acquisition strategy: buying companies to build the full vertical 27:32 – Buying Binder Casting to save a mentor's legacy and unlocking Broadway and Radio City 29:01 – What a true one-stop shop looks like from a client's perspective 33:26 – "Every dream I had has come true. Now I want to make everyone else's dreams come true." 34:10 – How RWS not only survived COVID but came out stronger through acquisitions 35:52 – Losing himself as a leader post-COVID and reclaiming his culture 38:38 – The decision to bring in private equity and why he did it himself 40:00 – Pitching 42 PE firms solo and getting 13 interested 41:42 – Choosing minority ownership and why the right partner showed up at the last minute 43:53 – 7 global HQs and an office open somewhere in the world around the clock 50:00 – The transition from CEO to Executive Chairman: what changes and what doesn't 54:56 – "It's like being a smoker without cigarettes": the honest truth about stepping back 58:20 – Morning walks in Miami with no phone and what the brain does when you let it rest 59:38 – Control the controllable, but leave space for the possible 01:00:50 – Being an out gay CEO in corporate entertainment and the responsibility that comes with visibility 01:04:53 – Why mentorship is the bridge to the next generation's success 01:06:47 – Happy Pride and what comes next for RWS Global Mentioned in This Episode: * RWS Global (rwsglobal.com) * Binder Casting * Royal Caribbean, Six Flags, Disney * Radio City Rockettes * The Lion King, Chicago the Musical (Broadway) * Jim Fielding's book: Control the Controllable * Clear Channel Worldwide Connect with Ryan Stana: LinkedIn: Ryan Stana Website: rwsglobal.com [http://rwsglobal.com/] ✨ Follow Jim Fielding & Ask For An Answer: 💼 Instagram: Instagram: https://instagram.com/hijimfielding/ 🌐 Podcast: Ask For An Answer Website: hijimfielding.com [http://hijimfielding.com/] #RyanStana #RWSGlobal #LiveEntertainment #Entrepreneurship #FounderStory #StartupStory #BootstrapBusiness #CEO #PrivateEquity #AskForAnAnswer #JimFielding #LiveEvents #ThemePark #GayCEO #LGBTQLeadership #Pride2026 #BusinessGrowth #Leadership
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