Copeland's first musical venture was a group called 3D, which he formed alongside his brother Dexter and a friend named Jugg Mugg in 1988. Copeland subsequently met Rob Quest at a talent show; Copeland, Jugg Mugg, and Rob Quest then formed the Odd Squad (later known as the Coughee Brothaz). The Odd Squad signed to
Rap-A-Lot Records, through which they released the 1994 album
Fadanuf Fa Erybody!!.
Fadanuf was the only album to be released under the Odd Squad name, but it attracted positive attention within Houston's rap scene, with
Scarface later describing it as his favorite release on the Rap-A-Lot label. Copeland released four solo albums on Rap-A-Lot over the following decade:
The Dude (1998), ''
Just Tryin' ta Live (2002), To tha X-Treme (2004), and Waitin' to Inhale'' (2007). He also made a number of guest appearances, including on
Dr. Dre's "Fuck You" in 1999,
De La Soul's "Baby Phat" in 2001,
Slim Thug's "I'm Back" in 2009,
Gucci Mane's "Kush Is My Cologne" in 2009 alongside
Bun B &
E-40,
Tech N9ne's "After Party" in 2010, and
Young Jeezy's "Higher Learning" in 2011. In 2007, he appeared in a documentary titled
Screwed In Houston produced by
VBS/Vice Magazine that details the history of the Houston rap scene.
Landing Gear (
2008),
Suite 420 (
2010),
Gotta Be Me (2010),
One for the Road (2013),
Acoustic Levitation (2017) and ''Still Rollin' Up: Somethin' To Ride With'' (2019). In 2008, Copeland ended his 15-year relationship with Houston-based
Rap-A-Lot Records after he decided not to renew his contract. Later that year, he signed with indie label
Razor & Tie, through which he released the album
Landing Gear. In 2010, Copeland released two additional albums,
Suite 420 (through
E1 Entertainment) and
Gotta Be Me (through
Real Talk Entertainment). Finally, beginning with his 2013 album
One for the Road, Copeland started releasing music through his Coughee Brothaz Music imprint, distributed by Empire. His subsequent studio albums are:
Acoustic Levitation (2017),
Still Rollin’ Up: Somethin’ to Ride With (2019), and
Soulful Distance (2021). Outside of music, Copeland starred in the 2012
stoner comedy film
Highway, in which two pot-smoking buddies go on a quest to find the best country's best cannabis on the legendary Highway 420. The soundtrack featured songs by
2 Chainz,
UGK,
Smoke DZA,
Tha Dogg Pound,
Slim Thug,
Currensy,
David Banner,
Asher Roth and more. On June 24, 2013, Devin announced that his eighth studio album would be titled
One for the Road and be released in September 2013. It was later confirmed for an October 8, 2013, release. As of 2025, Copeland continues to tour regularly in the United States and abroad, with performances documented across multiple cities and venues. == Cannabis culture and entrepreneurship ==