In 2003, he placed 16th out of a thousand contestants in a freestyle battle hosted by
MTV; this, combined with a backstage performance at the 2004
BET Awards with
Cassidy, led him to becoming a founding member of
Young Money Entertainment with
Lil Wayne in 2005. In 2008, Mack Maine appeared on the official remix of Lil Wayne's third single from
Tha Carter III, "
Got Money," and performed the song with Wayne on
Saturday Night Live on September 14. In 2009, he performed with Lil Wayne on his "I Am Music" tour, performing every night in his own set, as well as
mtvU's Spring Break 2009 concert. He also released a mixtape presented by
Don Cannon entitled
This Is Just a Mixtape, featuring appearances from Lil Wayne,
Mistah Fab,
Gorilla Zoe,
Pleasure P,
Rick Ross,
Mystikal, and
Soulja Slim. Along with
Birdman,
Slim, Cortez Bryant, and other past and present Cash Money artists, he starred in Lil Wayne's
Behind the Music episode, which premiered September 11, 2009. In March 2010, Mack Maine appeared with
Snoop Dogg on T-Pain's single, "
Ghetto Commandments." He also voiced one of Trap Jesus' gangsters in the
Adult Swim special
Freaknik: The Musical. Maine was also featured on the music video of
Playaz Circle's Hit song with
Lil Wayne, "Duffle Bag Boy". On March 17, 2013 Mack Maine released the music video for "Celebrate" featuring Lil Wayne and
Talib Kweli. As of 2020, he’s executive produced Funeral and also is the booker for Wayne’s new show on
Apple Music, Young Money Radio. == Legal issues ==