Inside the Playbook: Rich Castillo on Why He Walked Away From the Major Label System

Inside the Playbook: Rich Castillo on Why He Walked Away From the Major Label System

In this clip from The Manager’s Playbook, Rich Castillo reflects on his move from the major label system to launching his own independent label, Lion Bear. He shares why legacy and independence matter more than comfort, what inspired him to take control of his career, and how he’s thinking about the next chapter of the music business.

Rich also introduces his new podcast, The Hot Seat, designed to share insight from high-level executives and inspire the next generation. His first guest: UK music veteran Trenton Harris Lewis.

This is a conversation about ownership, perspective, and building something that lasts.

A conversation like this doesn't come cheap.


Listen to the full episode here -

Spotify:

https://open.spotify.com/episode/2XcP1p1vnPO2a5DHDnJzVO?si=XnodX5FcQIWW59yzWRaWfg


Watch the Episodes On Youtube: https://www.youtube.com/@managersplaybook

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The Manager’s Playbook 053: Sickick - Bad Artist Management, Ownership, Content Strategy & Career Longevity

The Manager’s Playbook 053: Sickick - Bad Artist Management, Ownership, Content Strategy & Career Longevity

In the music industry, talent is never the only factor.Management is, systems are, ownership is and the ability to understand your own business before someone else understands it for you.In this episo...

3 Helmi 54min

Inside the Playbook: Didier Morais on How PR Helps Artists Grow Fans & Streams

Inside the Playbook: Didier Morais on How PR Helps Artists Grow Fans & Streams

PR doesn’t work when the artist is missing from the plan.In this clip from The Manager’s Playbook, Didier Morais breaks down how music PR actually functions when it’s done right: artist involvement, s...

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Inside the Playbook: Didier Morais on The PR Mistake That Costs Artists Their Careers

Inside the Playbook: Didier Morais on The PR Mistake That Costs Artists Their Careers

PR isn’t press runs. It’s strategy, protection, and narrative control.In this clip from The Manager’s Playbook, Didier Morais breaks down what most artists and managers misunderstand about music PR: a...

1 Helmi 12min

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In this clip from The Manager’s Playbook, Didier Morais, founder of Vital Versatility PR, breaks down the part of the music business that decides who lasts: mindset, leadership, and staying calm under...

31 Tammi 18min

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In this clip from The Manager’s Playbook, Didier Morais, found of Vital Versatility PR, breaks down the part of the music business most artists skip: storytelling and adaptability.Because in today’s i...

30 Tammi 12min

The Manager’s Playbook 052: Didier Morais - Music PR, Independent Artists, Storytelling & Career Strategy

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In this episode of The Manager’s Playbook, I sit down with Didier Morais, PR strategist, former journalist, and founder of Vital Versatility, to break down what real public relations looks like in tod...

27 Tammi 2h 3min

Inside the Playbook: Steve Rifkind on How Akon Blew Up Without a Music Video

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Steve Rifkind breaks down the real story of Akon’s breakout, and it’s a masterclass in how hits actually happen before the industry “agrees” they should.In this clip, Steve explains how “Locked Up” st...

26 Tammi 9min

Inside the Playbook: Steve Rifkind on How He Negotiated Wu-Tang’s Deal with a CHAIR?!?

Inside the Playbook: Steve Rifkind on How He Negotiated Wu-Tang’s Deal with a CHAIR?!?

Steve Rifkind breaks down the behind-the-scenes reality of Wu-Tang Clan’s record deal negotiations, the kind of label-room pressure that shapes careers, catalogs, and legacies.In this clip, Steve walk...

25 Tammi 17min

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