Dash began working in his teenage years, sweeping the barbershop floor and selling newspapers to buy himself sneakers and shirts. Upon completing his studies, he met Shawn Corey Carter, known by his stage name, Jay-Z, a famous rapper.
The two teamed up with Kareem 'Biggs' Burke and founded Roc-A-Fella Records in 1995. Jay-Z released his debut album, Reasonable Doubt, under the record label and managed to sell 500,000 copies. They later struck a deal with Def Jam Records and worked with several artists, such as Red Man, Method Man, and the late Earl Simmons, famous as DMX.
In 1998, the film producer founded a production company under the Roc-A-Fella umbrella called Roc-A-Fella Films. He aimed to create hip-hop documentaries like Backstage and urban films.
In 1999, Damon Dash and Jay-Z launched a hip-hop-style clothing brand, Rocawear. The clothing line allegedly generated annual revenues of between $350 million and $450 million. The R&B singer Victory Beckham was the face of Rocawear in 2003.
The American actor later sold his stake in Rocawear to Jay-Z for over $22 million. He concentrated on managing his other business ventures: Pro-Keds, Armadale Vodka, Tiret New York, Dash/DiBella Boxing, and Block Savvy.
He is also the founder of DD172, a media collective that comprises a magazine called America Nu, BluRoc Records, an art gallery and VNGRD79, a web design company. He also owns a company called Dame Dash Studios.
As an actor, he has been featured in films and TV shows such as Highlander: Endgame, State Property, Paid in Full, Event of My Demise, For NYC, and Clew. He has also worked as a producer. According to his IMDb profile, here are some of Damon Dash's movies and TV shows he has worked on.
| Movies/TV series | Year |
| The City of Smoke | 2024 |
| Wisdom TeethHinger | 2022 |
| Chronicles Of The Anunnaki | 2021 |
| For NYC | 2020 |
| Growing Up Hip Hop | 2016–2019 |
| 4biddenknowledge With Billy Carson | 2019 |
| Any Tom, Dick, or Harry | 2015 |
| Hip Hop and Love Tour | 2011-2012 |
| Tennessee | 2008 |
| The Woodsman | 2004 |
| Backstage | 2000 |
He has also directed several movies and TV shows, such as Prince of Detroit, OG Stories, Mafietta: Rise of a Female Boss, Loisaidas, and Paper Soldiers.