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: The Core Entertainment on How They Signed Nickleback

Inside the Playbook: The Core Entertainment on How They Signed Nickleback

The Manager’s Playbook goes behind the scenes with Chief Zaruk & Simon Tikhman, co-founders of The Core Entertainment, as they share Chief's early days working with Nickelback, Hinder, and producer Jo...

3 Touko 202510min

Inside the Playbook: The Core Entertainment on How Artist Development Was Destroyed By The Internet

Inside the Playbook: The Core Entertainment on How Artist Development Was Destroyed By The Internet

Simon Tikhman and Chief Zaruk, co-founders of The Core Entertainment, break down the evolution of artist development in the digital age. The internet may have changed the game, but cutting through the...

2 Touko 202510min

Inside the Playbook: The Core Entertainment on How Country Music is Driving Culture

Inside the Playbook: The Core Entertainment on How Country Music is Driving Culture

Chief Zaruk and Simon Tikhman, Co-Founders of The Core Entertainment, explore how country music is shaping culture, from lifestyle and fashion to entertainment and beyond. Discover why this genre isn’...

1 Touko 20258min

The Manager’s Playbook 022: Dame Ritter – Funk Volume, Hopsin, Bigg Jah, Independent Record Labels, Music Entrepreneur Club, Streaming, Revenue Streams, Brand Identity, Content Strategy

The Manager’s Playbook 022: Dame Ritter – Funk Volume, Hopsin, Bigg Jah, Independent Record Labels, Music Entrepreneur Club, Streaming, Revenue Streams, Brand Identity, Content Strategy

In this episode ofThe Manager’s Playbook, Dame Ritter, co-founder of the influential Funk Volume label joins the show to share hard-earned lessons from building one of the most iconic independent bran...

28 Huhti 20251h 55min

The Manager’s Playbook 021: Promogod – Music Marketing, Monetization, Funnels, Fanbase Growth, PR, Organic vs Paid Ads & Artist Business Strategy

The Manager’s Playbook 021: Promogod – Music Marketing, Monetization, Funnels, Fanbase Growth, PR, Organic vs Paid Ads & Artist Business Strategy

In Episode 021, Promogod joins The Manager’s Playbook to deliver a masterclass in modern music marketing. With over 230K Instagram followers and a track record of helping 20,000+ artists, Promo breaks...

16 Huhti 20251h 51min

The Manager’s Playbook 020: Lex Borrero Pt. 2 – The Art of Management, Loyalty, Authenticity, Sacrifice, Brand Discipline & Industry Pressure

The Manager’s Playbook 020: Lex Borrero Pt. 2 – The Art of Management, Loyalty, Authenticity, Sacrifice, Brand Discipline & Industry Pressure

What does Lex Borrero mean by "Managers Should Get 50%"? THE RETURN OF controversial manager Lex Borrero on The Manager's Playbook Podcast! We dive even deeper into what it really takes to manage tale...

1 Huhti 20251h 39min

The Manager’s Playbook 019: Chris Anokute – Katy Perry, Iggy Azalea, Bebe Rexha, Muni Long, Rihanna, Album Creation, A&R, Gatekeepers, Market Share, Pay-to-Play, Fake Streams, Industry Secrets

The Manager’s Playbook 019: Chris Anokute – Katy Perry, Iggy Azalea, Bebe Rexha, Muni Long, Rihanna, Album Creation, A&R, Gatekeepers, Market Share, Pay-to-Play, Fake Streams, Industry Secrets

In this episode of The Manager’s Playbook, we sit down with Chris Anokute, the industry veteran behind the success of Katy Perry, Iggy Azalea, Bebe Rexha, and Muni Long. As a former major label A&R an...

18 Maalis 20252h 10min

The Manager’s Playbook 018: Rachelle Jean-Louis – Behind Victoria Monét’s Success, Artist Development, Breaking Barriers & The Business of Artist Management

The Manager’s Playbook 018: Rachelle Jean-Louis – Behind Victoria Monét’s Success, Artist Development, Breaking Barriers & The Business of Artist Management

From Underdog to Superstar: The Unfiltered Truth About Artist Management with Rachelle Jean-LouisWhat does it really take to break an artist into the mainstream? Rachelle Jean-Louis, manager of Victor...

4 Maalis 20252h 14min

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