Inside the Playbook: Chris Taylor on His Biggest Mistake with Last Gang Records

Inside the Playbook: Chris Taylor on His Biggest Mistake with Last Gang Records

Chris Taylor’s path has been anything but linear: lawyer, label founder, and music executive with a global footprint.

In this clip of The Manager’s Playbook, he shares how he scaled a thriving legal practice while launching Last Gang Records, balancing the demands of both worlds, and navigating the breakthrough moments that shaped his career. From the strategies he used to build and fund his firm, to the lessons learned from working with diverse legal talent, to the ripple effect of representing Drake on the Canadian music scene, Chris pulls back the curtain on the business moves that matter.

We also dive into his leap to Entertainment One (eOne), the negotiations that brought him there, and the leadership lessons he absorbed from founder Darren Troop; insights on patience, discipline, and vision that apply far beyond music.

It’s a candid look at the intersection of law, music, and business growth, told by someone who’s mastered all three.

Simply put, a conversation like this doesn't come cheap.


Listen to the full episode here -

Spotify:

https://open.spotify.com/episode/2m8tNzMZHx1LpZtC0i9eNh?si=5XO54H5nQmiRzPOCW06jZw


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

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Inside the Playbook: J Erving III on The Skill Every Music Manager Needs

Inside the Playbook: J Erving III on The Skill Every Music Manager Needs

In this Manager’s Playbook clip, J. Erving unpacks a “superpower” that’s quietly responsible for most long careers in the music business: surrounding yourself with the right people, reading the room, ...

9 Mars 18min

Inside the Playbook: J Erving III on How to Operate Like a Record Label in Any Role

Inside the Playbook: J Erving III on How to Operate Like a Record Label in Any Role

In this Manager’s Playbook clip, J. Erving III breaks down what changes when you go from managing outside the label system to operating inside it, and why most “label frustration” is really a culture ...

8 Mars 19min

Inside the Playbook: J Erving III on What to Do Before Artists Break

Inside the Playbook: J Erving III on What to Do Before Artists Break

In this Manager’s Playbook clip, J. Erving breaks down a truth the music business loves to forget: artist trust is built in the off-season.Not when the venue is sold out. Not when the streams spike. R...

7 Mars 21min

Inside the Playbook: J Erving III on How to Spot Great Artists Early

Inside the Playbook: J Erving III on How to Spot Great Artists Early

In this Manager’s Playbook clip, J. Erving breaks down how top music executives, A&Rs, and elite artist managers actually identify greatness and it’s not just “talent.”We talk artist development throu...

6 Mars 20min

The Manager’s Playbook 057: J. Erving III - Artist Development, Music Distribution, Label Services, Team Building, Manager Mindset, SONY/The Orchard & Streaming Growth

The Manager’s Playbook 057: J. Erving III - Artist Development, Music Distribution, Label Services, Team Building, Manager Mindset, SONY/The Orchard & Streaming Growth

In this episode of The Manager’s Playbook, I’m joined by J. Erving III, CEO & Founder of Human Re Sources (a SONY Music/The Orchard partner), to talk about what it really takes to build an artist-led ...

3 Mars 1h 50min

Inside the Playbook: Jacob Paul on Music Publishing Deals 101

Inside the Playbook: Jacob Paul on Music Publishing Deals 101

If you’re a songwriter, producer, or manager, this is the publishing conversation that saves people from “congrats on the deal” regret.In this clip, Jacob Paul breaks down what a co-publishing (co-pub...

2 Mars 5min

Inside the Playbook: Jacob Paul on Mechanical Royalties

Inside the Playbook: Jacob Paul on Mechanical Royalties

If you’re an independent artist, producer, or songwriter, there’s a good chance you’re doing the loud part right (streams, content, growth) while missing the quiet part that builds real stability: mus...

1 Mars 15min

Inside the Playbook: Jacob Paul on How Global Music Publishing Royalties Work

Inside the Playbook: Jacob Paul on How Global Music Publishing Royalties Work

You can be “up” on Spotify and still collect $0 in publishing royalties.That’s the quiet trap: publishing isn’t paid by default. Master recording money tends to flow through labels and distributors. B...

28 Feb 8min

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