Doug talks with longtime friend Andrew “Andy” Hilfiger about building culture at the intersection of fashion and music, from early retail lessons with his older brother Tommy Hilfiger, to creating Tommy Jeans, and his own brand, Andrew Charles. Andy recounts key moments in his career, including styling hip-hop and R&B artists, launching iconic campaigns with Aaliyah, and how Snoop Dogg ended up wearing his designs on Saturday Night Live. He tells Doug about launching J.Lo by Jennifer Lopez, and remembers where he first met Doug... on Britney Spears' Baby One More Time tour. Andy shares advice on how to start your career in the fashion industry and reflects on changes driven by e-commerce and fast fashion in recent decades.

For more of Andy Hilfiger:

Andy's Instagram

www.AndrewCharles.com

DM Doug:

@DougMelville

www.DougMelville.com

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Interviewed in this inaugural episode by Maisha Dyson, Doug Melville recounts some of the highlights of his astonishing career working with titans like Quincy Jones, Tommy Hilfiger, and Magic Johnson. Having been to over 40 countries, Doug shares how his experiences and lessons he learned, along with the uniquely positioned guests he'll bring on, can help you make your next career move your best career move.

For more of Maisha Dyson:

MaishaStudios.com

DM Doug:

@DougMelville on Instagram

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DM Me with Doug Melville is a direct, practical self-help podcast in which Doug Melville answers real questions with clear guidance to help listeners grow and take action on their careers, reputation, culture and life.

Doug Melville is a seasoned executive, bestselling author, and Forbes contributor with 25 years of leadership experience. His career spans the music industry in Los Angeles, top advertising agencies

on Madison Avenue, and senior roles in the global luxury sector in Geneva. He has traveled to 77

countries and all 50 U.S. states, gaining rare insight into culture, business, and human behavior.

Recognized as a trusted voice, Doug advises professionals at every stage of their careers—from

Stanford University to Davos —helping them navigate change and chart meaningful new paths. Equal parts historian and guide, he brings depth, clarity, and perspective to audiences seeking personal and professional growth.

See omnystudio.com/listener for privacy information.