Cheyenne Roundtree: Bad Boy for Life - The Rise and Fall of Sean Combs

Join award-winning Rolling Stone investigative journalist Cheyenne Roundtree for a conversation about her debut book, Bad Boy for Life: The Rise and Fall of Sean Combs. Based on extensive reporting and interviews with more than 100 sources, the book takes a close look at Sean “Diddy” Combs’ career, influence, and the allegations that have shaped his story. Roundtree will share what went into researching and writing the book, as well as what the story reveals about celebrity, power, accountability, and the music industry.

Tickets
Book Talk + Signed Copy: $35

About the Book
A groundbreaking investigative account of the life of the mogul who brought hip-hop to the mainstream, offering readers a riveting look at the empire he built and the destructive power of celebrity

If not for Sean “Diddy” Combs’ ability to harness the voice of hip-hop and package it via artists like Mary J. Blige and the Notorious B.I.G., the landscape of American—and world—music would look and sound entirely different. For decades, mainstream performers clamored to be close to Combs; his charisma, vision, and brand of cool transformed hip-hop culture into a multibillion-dollar powerhouse. While his acumen built an empire that reflected the biggest names in not only music but also fashion, business, and the bright lights of Hollywood, another side of Combs was hidden from public view.

In Bad Boy for Life, journalist Cheyenne Roundtree vividly brings to life Combs’ early days and his rise to power. She also excavates the disturbing history of his alleged abuse. Through cultural insights, meticulous reporting, and in-depth interviews with more than one hundred sources, she examines Combs’ misuse of power that led to the criminal trial in 2025 that caused his kingdom to unravel.

Ultimately, this account shows how Combs embodies the much bigger story of hip-hop’s ascension, the wider music industry, and fame’s sinister aspects. This is one of the most significant pop-culture stories of our time, one that charts the path of an impresario while asking questions about accountability and justice, who is believed and who is silenced, and why we protect the powerful. In Bad Boy for Life, Roundtree depicts the man in full, offering a comprehensive portrait of Combs’ astonishing rise and fall.

About the Author
Cheyenne Roundtree is an award-winning investigative journalist at Rolling Stone, known for her reporting on the entertainment industry and for pursuing stories that expose abuses of power. Her work has been recognized by the Newswomen’s Club of New York and the LA Press Club. Originally from Dallas, Texas, she lives in Brooklyn, New York, with her husband. Bad Boy for Life is her first book.

About the Moderator
Eric Diep focuses on hip-hop but is a devoted listener to all genres. Eric has freelanced for Billboard, Complex, Vulture, HipHopDX and XXL.