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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Inside the Playbook: Hitmaka on How Producers Really Get Paid

Inside the Playbook: Hitmaka on How Producers Really Get Paid

In this clip of The Manager’s Playbook, Hitmaka breaks down how producers really get paid in the music business.From song deals and publishing to fair splits, leverage, and non-exclusive relationships...

22 Apr 13min

The Manager’s Playbook 063: Hitmaka - Hit Songs, Songwriting, A&R, Artist Development & Music Business

The Manager’s Playbook 063: Hitmaka - Hit Songs, Songwriting, A&R, Artist Development & Music Business

In this episode of The Manager’s Playbook, Mauricio Ruiz sits down with Hitmaka, formerly Yung Berg, for a deep conversation on the real business behind hit songs.Hitmaka breaks down how hit records a...

19 Apr 1h 33min

Inside the Playbook: Mike Caren on What Makes a Song Feel Like a Hit

Inside the Playbook: Mike Caren on What Makes a Song Feel Like a Hit

Mike Caren breaks down what actually makes a song feel like a hit.This clip explores the role of A&R, taste, replay value, emotional connection, melody, lyrics, and creative judgment in today’s music ...

18 Apr 13min

Inside the Playbook: Mike Caren on The Reason Artist-Manager Relationships Fall Apart

Inside the Playbook: Mike Caren on The Reason Artist-Manager Relationships Fall Apart

Mike Caren breaks down why artists and managers need to have hard conversations early if they want to avoid bigger problems later.This clip is about artist-manager communication, label frustrations, p...

17 Apr 11min

Inside the Playbook: Mike Caren on Why Consistency Beats Talent in Music

Inside the Playbook: Mike Caren on Why Consistency Beats Talent in Music

Mike Caren breaks down why consistency, discipline, and adaptability matter more than occasional flashes of brilliance in the music business.This clip explores the traits that help artists and executi...

16 Apr 13min

Inside the Playbook: Mike Caren on Why Most Artists Fail Before They Ever Become Great

Inside the Playbook: Mike Caren on Why Most Artists Fail Before They Ever Become Great

Mike Caren breaks down what actually creates longevity in the music business.This clip is about building a career the right way: bringing value instead of extracting it, thinking long term, preparing ...

15 Apr 20min

The Manager’s Playbook 062: Mike Caren - A&R, Artist Development, Hit Songs & Executive Leadership in Music Business

The Manager’s Playbook 062: Mike Caren - A&R, Artist Development, Hit Songs & Executive Leadership in Music Business

Mike Caren is one of the most respected music executives of his generation.From his early years at Atlantic Records to building Artist Publishing Group and Artist Partner Group, Mike has played a majo...

12 Apr 1h 29min

 Inside the Playbook: Charlie Rocket on His Blueprint for Artist Development

Inside the Playbook: Charlie Rocket on His Blueprint for Artist Development

In this clip from The Manager’s Playbook, Charlie Rocket breaks down how he would build an artist with no money, using speed, consistency, release strategy, and real-world fan-building.He talks throug...

6 Apr 15min

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