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EPISODE 015
Lucky Daye’s Former Manager, Natalie Prospere, Gets BRUTALLY Honest About Artist Management
Step into the world of Natalie Prospere in this unfiltered and thought-provoking interview, where she recounts her rise from a determined social worker to a powerhouse in the music industry. Natalie shares her unique journey of navigating the highs and lows of managing elite talent like Lucky Daye, D'Mile, and Camper, and how her Caribbean roots and church upbringing shaped her approach to music and leadership.Discover the untold stories behind launching Good Company Records in partnership with the Walt Disney Group, managing artists with Grammy-winning success, and advocating for creatives in an industry that often overlooks their voices. Natalie also dives into the emotional challenges of social work, her first foray into artist management, and how she found herself in studios with icons like Ne-Yo and Harmony Samuels, witnessing greatness unfold.From her belief in unrecognized talent to her bold moves in creating opportunities for artists, Natalie’s story is one of resilience, vision, and an unshakable passion for authentic artistry. Whether you’re an aspiring manager, a music fan, or someone chasing a dream, this episode is packed with inspiration, hard truths, and behind-the-scenes insights you won’t find anywhere else. Watch now and see why Natalie Prosper is redefining what it means to be a leader in music.
EPISODE 014
How Grammy-Nominated Jessie Reyez Found Success in Music!
Powerhouse Grammy nominated artist Jessie Reyez discusses with her artist management about the music business success. We reveal the secrets behind music industry success.Byron Wilson and myself (her former manager) pull back the curtain on the highs, the lows, and the untold stories of her journey on The Manager’s Playbook Podcast. From a small dream to 5 billion streams with groundbreaking collaborations in the music industry with legends like Eminem, Lil Wayne, and Calvin Harris to surviving the relentless grind of the industry, Jessie lays it all on the line as she gets brutally honest about the music business.Discover the secrets behind her rise: This Grammy-Nominated artist reveals tips to succeed in the music industry like trust issues that fueled her drive, the unshakable work ethic that set her apart, and the tight-knit team that helped her break barriers. Hear firsthand how she navigated label bidding wars, stood her ground, and built a career defined by authenticity and raw talent.This episode goes beyond the surface, diving deep into the significance of breaking the rules, the art of negotiation, and why adaptability is the ultimate superpower in an ever-changing music landscape. Whether you’re an artist, a manager, or a fan, you won’t want to miss this inside look at what it takes to thrive at the highest level.Ladies and gentlemen, A Conversation Like This Does not Come Cheap.
EPISODE 013
Director X REVEALS Secret SUCCESS Behind Music Videos for Kendrick Lamar, Rihanna and more
Julien Christian Lutz aka Director X is the embodiment of innovation, authenticity, and masterful storytelling. With a legacy built alongside some of the biggest names in music—think Drake, Rihanna, Kendrick and Usher—Director X has reshaped the visual language of the music video industry. But his path to success wasn’t a straight shot to stardom. In this can’t-miss episode of The Manager's Playbook, hosted by Mauricio Ruiz, Director X opens up about his early days hustling to make a name for himself, the defining moments that tested his craft, and the relentless passion that pushed him to the top.From pioneering visuals that captured the essence of hip-hop and R&B to leading high-stakes production teams, Director X shares the raw truth about his journey. He dives into the art of building genuine connections with artists, his approach to creating visuals that resonate in the digital age, and the importance of a strong, authentic visual identity. Throughout, he provides invaluable advice for emerging directors and creatives, revealing the dedication and depth of collaboration that go into making standout projects.This isn’t just an episode about directing—it’s a blueprint for resilience, leadership, and the pursuit of artistic excellence. If you’re looking to get inspired by one of the industry’s most influential figures, this episode delivers unmatched insights from the master himself.
EPISODE 012
JESSIE REYEZ Manager, Bryan Wilson, EXPOSES The Music Business!
Byron Wilson is the epitome of determination, hustle, and grit.As the driving force behind top-tier talent like SonReal, Jessie Reyez, and Sunsetto, Byron has seen his clients rack up billions of streams and climb to the top of the charts. But his journey to success wasn’t paved with glitz and glamour—it started in the small, unassuming town of Vernon, British Columbia, where he and SonReal took a daring leap into the competitive world of music.Byron, the manager of Jessie Reyez and Ruiz (the ex-manager of Jessie Reyez) get to share in these untold stories and more! In this must-watch episode of The Manager's Playbook, Byron opens up about the raw hustle it took to turn dreams into reality, sharing untold stories of building a creative empire from the ground up. From cold-calling venues to book DIY shows, to navigating the unpredictable waters of record labels, Byron reveals the game-changing moments that pushed his career—and his artists—to the next level. He reflects on the viral sensation that was SonReal’s “Everywhere We Go,” and his deep partnership with host Mauricio Ruiz, who co-managed Jessie Reyez with Byron to much success, as they paved the way for multi-platinum, multi sold-out tours, multi award success.This conversation isn’t just about music—it's a masterclass in resilience, teamwork, and the relentless pursuit of greatness. If you're ready to dive behind the scenes and learn the secrets to breaking into the music industry, this episode is packed with insights you won't find anywhere else.
EPISODE 011
MURDA BEATZ Manager, Cory Litwin REVEALS His Networking Secrets For Success!
From managing acts like Murda Beatz, Da Baby and Busta Rhymes, Cory Litwin is the MASTER of Getting into a Room! You cannot question his ability to help build successful acts willing to put in the work. This conversation is a masterclass conversation that reveals his success in working with superstars .And that’s what you need and want from your manager. Especially in the beginning.In the world of artist management, connecting the dots and building relationships is key, and few do it as naturally as Cory Litwin. Known for his mastery of networking, Cory has cultivated an impressive career, from managing top-tier talent like Murda Beatz, Da Baby, and Busta Rhymes to organizing some of Toronto’s most iconic events. Starting at the University of Western Ontario, Cory’s journey has been defined by relentless hustle, deep connections, and a vision that always looks beyond the present moment.Today, we sit down with Cory to explore the art of making lasting impressions and how strategic partnerships have helped him excel at the highest levels of the music industry. He reflects on key moments that shaped his career, such as his ability to spot talent early and build it into global recognition. Beyond business, Cory speaks passionately about fostering creativity and supporting the next generation of artists, offering a rare glimpse into the world of a true industry connector.To all the hustlers and dreamers out there, this one's for you. A conversation like this doesn’t come cheap. The unstoppable Cory Litwin for ‘The Manager’s Playbook’ Podcast.
EPISODE 010
KARDINAL OFFISHALL Reveals His Formula for Longevity!
Kardinal Offishall is a Canadian Music Icon. I could end this description right here and NO ONE would disagree! In this conversation he gives us an honest and rare look inside the major label systems from his perspective as Global A&R at Def Jam Recordings. This episode is full of gems.In Episode 010 of The Manager's Playbook Podcast, host Mauricio Ruiz sits down with Canadian music icon Kardinal Offishall to explore his 30-year journey in the music business. Known for his legendary tracks like "Northern Touch," "BaKardi Slang," "Ol' Time Killin'", and "Dangerous". Kardinal has not only cemented his place as a trailblazing artist but also as a Global A&R at Def Jam Records. In this candid conversation, Kardi offers rare insights into both sides of the industry—from his experiences as an artist to his executive role, and the challenges that come with balancing both.Kardinal reflects on the power of authenticity and how he has remained relevant over three decades. He dives into the global perspective of the music industry, the importance of relationships, and how strong management has been a key factor in his career. Over the years, Kardi has worked with powerhouse artist managers like Mr. Morgan, Wayne Barrow, Mark Pitts, and now Chris Taylor, and he shares how these relationships shaped his career at the highest level.Beyond the business, Kardinal speaks passionately about his role in representing the culture and supporting the artists he works with at Def Jam. He also opens up about magical moments in his career, such as meeting Dave Chapelle, performing at the Juke Joint, and spotting talent early—most notably with Jessie Reyez. He even takes us behind the scenes of the making of iconic tracks and his collaborations with artists like Akon on "Dangerous."
EPISODE 009
Doja Cat's Manager, Gordon Dillard, is a Student of The Game!
Doja Cat is one of the most influential superstars on the planet.You could assume her artist manager would be someone who is impossible to reach or have an aura of arrogance quite possibly. This is the furthest thing from the truth.Gordan Dillard (Doja’s Artist Manager) is one of the most well attuned giants in artist management that I have had the good fortune to meet. He’s a humble & thoughtful executive who understands the business’ valleys and peaks and is not afraid to share his journey within the terrain of artist management. He is also a fierce competitor who’s ambitions were first shaped on the gridiron. Coming from a football background, Gordan understands that in order to win you need to execute. He does both at the HIGHEST levels.That’s why it brings me great pleasure to talk to a true student of the game, a power player in artist management, to the Podcast. It is an honor to sit down with him to discuss his beginnings, thought process, artist’s approach and his relentless drive to succeed.Ladies and gentlemen, a conversation like this doesn’t come cheap. The one and only, Gordan Dillard for ‘The Manager’s Playbook’ Podcast.
EPISODE 008
Discover Shara Senderoff's Music-Tech Empire
This woman sold a pitch to Steven Spielberg at the age of 21!Shara Senderoff is a force.In episode 008 of The Manager's Playbook, I sit down with Shara Senderoff, a trailblazer who has worked closely with Scooter Braun and has been featured in Billboard and other top entertainment news outlets. Shara's journey is marked by living with integrity, mindfulness, and a passion for innovation in venture capital, angel investing, Web3 and AI music.
EPISODE 007
BAILEY ZIMMERMAN'S Managers, Kevin "Chief" Zaruk & Simon Tikhman, REVEAL Country Music Business Tips!
EPISODE 006
Top Music Business Lawyer, Chip Sunderland, Gets BRUTALLY HONEST About The Biz!
With years of experience and insider knowledge, Chip Sutherland exposes the often hidden truths that aspiring artists and industry professionals need to understand.Chip Sutherland, the co-author of “All You Need To Know About The Music Business,” the top music lawyer in Canada, and manager to the iconic Feist, dives deep into the gritty realities of the music industry on this edition of ‘The Manager’s Playbook’ Podcast.Chip exposes the complexities of contracts, the significance of networking, and the ever-evolving landscape of music distribution (including TIkTok). Sutherland’s insights provide a comprehensive guide for navigating the challenges and opportunities within the music business, making it an essential resource for anyone looking to succeed in this competitive field. His unfiltered approach offers valuable lessons for both newcomers and seasoned veterans.
EPISODE 004
How Daniel Caesar's Team, Matthew Burnett & Jordan Evans, HACKED The Music Industry!
These two business partners of Daniel Caesar first started their careers at the ages of 18 and 19 by Co-Producing Eminem's 'Not Afraid'!In this podcast, discover how Daniel Caesar's music producers and managers, Matthew Burnett and Jordan Evans, beat the music industry, sharing their journey in their own words.Learn how they implemented innovative strategies and techniques to dominate the music scene, gaining insight into their creative process and the impact they had on the industry as a whole.Uncover the behind-the-scenes story of how these talented individuals changed the game and paved the way for a new era of conduct in the music business for the benefit of the artist. If you're curious about the inner workings of the music business, this video is a must-watch!
EPISODE 005
Machel Montano's Manager's SECRET to High Energy REVEALED!
This artist manager has been going non stop pursuing his visions and missions for 25 years sometimes sacrificing sleep for 4 days straight!My guest on episode 005 of "The Manager's Playbook" Podcast is none other than Che Kothari.Unveil how Che, manager to the "KING OF SOCA" Machel Montano, success, motivation, and unwavering drive stem from his exceptional leadership and inspiration.Learn about his productivity strategies, intense focus, and unwavering drive. Che's discipline and passion, combined with his resilience, ensure his well-being and dedication. Witness how these qualities lead to remarkable achievements and sustainable energy levels. Che has accomplished a lot in his career. We dicuss his earPhotographer, Director, Producer, Organizer, Manager, Instigator, & Artist, Chetan Kothari affectionately known as “Che” brings an army of energy towards anything he creates. Beginning as a photographer in Toronto, Che has had intimate portrait sessions with the likes of Damian & Ziggy Marley, Nas, Erykah Badu, Ashanti, Ice Cube of NWA, Chuck D of Public Enemy, Common, Cypress Hill, A Tribe Called Quest, Talib Kweli, Dead Prez and many others as personal work and for covers of magazines. Although Che had ample opportunity to focus solely on photography he knew he had a responsibility to do more. The next step for Che was building the award winning non-profit organization, Manifesto Community Projects, of which he served as the Executive Director for 7 years and now resides as the organizations Chair of the Board of Directors. Manifesto’s mission is to unite, inspire and empower diverse groups of young people through arts & culture. Che also co-founded a sister organization of Manifesto in Kingston, Jamaica which was instrumental in the Reggae Revival moment we are witnessing today. Che’s latest pursuit involves managing and supporting the work of artists through his Management and Creative Services company, Gifted Management. Through Gifted, he has played a role in the careers of artists like Ms. Lauryn Hill, Machel Montano, Protoje, Mustafa the Poet and more. Through all of his work and contributions to the cultural landscape of Toronto and the world, he is determined to make a difference in his community in hopes that emerging and established artists will shape and follow his lead.
EPISODE 003
How this Latin Artist Manager, Lex Borerro, CREATES SUCCESS!
This man went from immigrant youth pastor to revolutionizing the Latin music and television industries as a powerhouse executive with NEON16 & NTERTAIN. Ladies and gentlemen, Lex Borrero.My guest on episode 003 of "The Manager's Playbook" Podcast is none other than Lex Borrero. Lex has worked with some of the biggest names in pop and Latin music including Tainy, Bad Bunny, Dua Lipa, J Balvin, Will Smith, Selena Gomez, Benny Blanco, The Montaners Family, Kali Ucis and several other prominent figures.Lex Borrero is a dynamic force in the entertainment industry, known for his innovative vision and strategic acumen. With a career spanning over two decades, Lex has established himself as a leading figure in talent management, music production, and media entrepreneurship. He is the co-founder of NEON16, a multi-faceted creative company that he established alongside the renowned producer Tainy. Together, they have rapidly transformed NEON16 into a powerhouse in the Latin music scene, launching numerous chart-topping hits and nurturing the careers of top artists. Lex's keen eye for talent, coupled with his relentless drive and industry expertise, complements Tainy's creative prowess, earning them a reputation as transformative leaders who consistently push the boundaries of what's possible in the entertainment world.Lex is also the co-founder of NTERTAIN STUDIOS (along with Tommy Mottola and Ivan Rodriguez) a Latin Entertainment and media company focusing on the creation, development, and production of premier content across television, film and digital. We bring Latin stories to the forefront by representing the global power and success of Latin celebrities, talent, brands and culture. Some of those properties include LA FIRMA & LOS MONTANER.Learn from music industry expert Lex Borrero as he discusses why aspiring musicians fail and how to succeed in the music business. From Clear Vision to NEON16, get insider tips on making it in the industry.
EPISODE 002
How PARTYNEXTDOOR'S Manager, Tyler Henry, identifies GREAT ARTISTS!
This man started his music business career by touring with a GLOBAL superstar while still attending school and told no one! Ladies & gentlemen, Tyler Henry.We're very fortunate and honoured to feature one of the youngest Superstar Artist Managers in the game, my brother Tyler Henry, for Episode 002 of "The Manager's Playbook" Podcast.We discuss his early days being on the touring management team for Drake while he was still attending USC, transitioning to Artist Manager with his first client PARTYNEXTDOOR, setting up the writing session that created the diamond selling song “WORK” by Rihanna, co-founding his Creative Collective STURDY (Bad Bunny, Rosalia, Travis Scott) with his good friend and brother, all while maintaining a great work-life balance.In our convo, we peel back behind the scenes info on a music career where Tyler provides absolute gems on what it takes to break as an artist in 2024, how to identify a great music artist, how to stand out as a talent manager and what a music artist should be looking out for in a Talent Manager, music marketing vs story telling, plus so much more on the music industry.Thank you sir, for sharing your journey, strategy, and dedication to this game we call life. The conversation was great, providing invaluable insights and advice for newcomers in this music business. This platform is for them, and you truly understood the assignment.Tyler’s Henry's clients, to name a few, include The Prolific and culture defining Artist/Writer PARTYNEXTDOOR, the prodigy Producer aka “Queen of Slaps” and savvy businesswoman WondaGurl, the multi-talented Musical Director/Writer HARV, and Executive Producer/ guitarist savant LosHendrix.Tyler Henry isn’t only a talent Manager. He holds several titles including, A Managing Partner at the 8th largest talent management company in the world, Range Music, Co-Founder of the Creative Hub STURDY., a non-profit board member, an Ironman Triathlon participant, a loving son, and all of this before turning the age of 30!…How? He tells it all on “The Manager’s Playbook” Podcast.
EPISODE 001
How Troy Carter Thinks About The Music Business (2024)
This man has taken superstar artists like Lady Gaga from small dive bars to SUPERSTAR status where they perform at global events like the Summer Olympics!Without doubt, one of the most brilliant minds in the music business. Ladies and gentlemen, Troy Carter!In our first ever inaugural episode of "The Manager's Playbook" Podcast, I had the incredible fortune to sit down and speak with the LEGENDARY Troy Carter, the former artist manager of global superstar Lady Gaga, Eve, John Legend and so many others. Join us as we dive into Troy's journey, discussing what it takes to become one of the best music managers in the industry. From navigating the challenges to sharing invaluable tips and insights, this episode is packed with wisdom for aspiring and seasoned managers alike. Catch the full interview on YouTube now! Don't forget to like, comment, and subscribe for more episodes of "The Manager's Playbook."
About The Manager's Playbook
Founded on the principles of collaboration, relentless curiosity, and a passion for innovation, TMP explores the real-life journeys, lessons, and insights of managers and creatives who have reshaped the entertainment landscape. Through in-depth interviews and engaging storytelling, we dive into the essence of what makes great artist management—from protecting and serving artist visions to navigating complex business negotiations with grace and foresight.At TMP, we believe that great art comes from great partnerships. Our episodes showcase not just career highlights, but the human stories behind the drive, dreams, and sacrifices that define success in the music business. We celebrate the grit of rising managers, the creative visions of producers, and the trailblazers who have made lasting cultural impacts.Join us on this journey as we illuminate the often unseen aspects of the music industry, from grassroots promotions to global success stories. Because here at The Managers Playbook, we’re not just sharing knowledge; we’re building a community of future leaders and innovators.Discover. Learn. Grow. Welcome to The Managers Playbook.
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