The Manager’s Playbook 014: Jessie Reyez & Byron Wilson – Industry Hustle, Label Bidding Wars, Work Ethic, Trust, and Building a Legacy

The Manager’s Playbook 014: Jessie Reyez & Byron Wilson – Industry Hustle, Label Bidding Wars, Work Ethic, Trust, and Building a Legacy

Jessie Reyez’s voice is unmistakable, but her journey to global recognition is a masterclass in grit, resilience, and relentless ambition. In this electrifying episode of The Manager's Playbook, hosted by Mauricio Ruiz, Jessie and her longtime manager Byron Wilson pull back the curtain on what it really takes to build a legacy in the music industry.


From Jessie’s early days at Toronto’s Remix Project to creating a global buzz with tracks like Figures, this episode is packed with stories that define her rise. Jessie opens up about overcoming trust issues in an often ruthless industry, her unwavering dedication to understanding the business, and the sacrifices that come with chasing her dreams. Byron complements her narrative, revealing how strategic moves, teamwork, and a shared vision propelled Jessie’s career forward.


Listeners will hear behind-the-scenes accounts of label bidding wars, pivotal collaborations with icons like Calvin Harris and Eminem, and the hustle required to perform back-to-back shows without losing steam. The trio discusses the power of saying “no” to comfort zones, the art of negotiation, and the importance of surrounding yourself with people who share your values and vision.


Jessie’s candid reflections on work ethic, trust, and her drive to achieve goals like Grammy recognition make this episode a must-listen for anyone aspiring to make a mark in the creative world. Byron’s perspective as a manager adds depth, offering invaluable advice for navigating the industry with authenticity and strategy.


This isn’t just a conversation about music—it’s a deep dive into the mindset and hustle required to turn raw talent into a global movement. If you’re an artist, manager, or just someone who loves a good underdog story, Jessie Reyez’s journey will inspire you to keep pushing, no matter the odds.


🎧 Tune in now for an unforgettable episode that blends honesty, insight, and inspiration from one of music’s most dynamic voices.



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The Manager’s Playbook 061: Charlie Rocket - 2 Chainz, Music Marketing, Artist Development, Fan Building & Mindset

The Manager’s Playbook 061: Charlie Rocket - 2 Chainz, Music Marketing, Artist Development, Fan Building & Mindset

In this episode of The Manager’s Playbook, Charlie Rocket joins us for a powerful conversation on artist development, music marketing, fan building, independent artist strategy, and the mindset requir...

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Inside the Playbook: Tommy Brown on Why K-Pop Has Better Artist Development

Inside the Playbook: Tommy Brown on Why K-Pop Has Better Artist Development

In this clip from The Manager’s Playbook, Tommy Brown breaks down why K-pop continues to win at artist development, and why its system still looks a lot closer to Motown than what much of the American...

30 Maalis 11min

Inside the Playbook: Tommy Brown on What Netflix’s Hitmakers TV Show Left Out

Inside the Playbook: Tommy Brown on What Netflix’s Hitmakers TV Show Left Out

In this clip from The Manager’s Playbook, Tommy Brown reflects on his experience filming Netflix’s Hitmakers, the pressure of creating on camera, and why the show did not go deep enough into the real ...

29 Maalis 18min

Inside the Playbook: Tommy Brown on The REALITY of Music Producer Fees, Points & Publishing

Inside the Playbook: Tommy Brown on The REALITY of Music Producer Fees, Points & Publishing

In this clip from The Manager’s Playbook, Tommy Brown breaks down one of the hardest truths in the music business: huge streaming numbers do not always mean real money for songwriters and producers. W...

28 Maalis 15min

Inside the Playbook: Tommy Brown on Why Music Producers Need Content

Inside the Playbook: Tommy Brown on Why Music Producers Need Content

In this clip from The Manager’s Playbook, Tommy Brown breaks down why visibility and content strategy are now part of the job for artists, producers, and songwriters. We talk about why posting consist...

27 Maalis 17min

The Manager’s Playbook 060: Tommy Brown - Hit Records, Ariana Grande, Songwriting, Producer Splits, Publishing & Artist Development

The Manager’s Playbook 060: Tommy Brown - Hit Records, Ariana Grande, Songwriting, Producer Splits, Publishing & Artist Development

In this episode of The Manager’s Playbook, I sit down with Tommy Brown (TBHits), hitmaking music producer, songwriter, and one of the most important creative forces behind modern pop music. Tommy has ...

24 Maalis 2h 13min

Inside the Playbook: LaRussell & Tietta Mitchell on LaRussell’s Operations

Inside the Playbook: LaRussell & Tietta Mitchell on LaRussell’s Operations

In this clip, LaRussell and his team break down what it really takes to build an independent music business at scale.They talk about the infrastructure behind the operation: merch, brand identity, pho...

23 Maalis 21min

Inside the Playbook: LaRussell & Tietta Mitchell on How LaRussell Picks Team Members

Inside the Playbook: LaRussell & Tietta Mitchell on How LaRussell Picks Team Members

In this clip, LaRussell and Tietta Mitchell break down a lesson a lot of artists learn too late: before you hire help, you need to understand the work yourself.They talk about why doing every part of ...

22 Maalis 14min

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