Lord Gary began rapping at the age of twelve (12). Not having the funds to go to studios, Lord Gary taught himself how to write, produce, mix, and even do his own graphics and artwork. In June 2007, Lord Gary won a local contest called “Hot 16”, where rappers spit a 16 bar verse and the viewers chose the winner. Lord Gary directed and edited his first video titled "Sheesh" in 2011. Lord Gary released a free album titled 'Tha Rewind' on his website in 2013. The album got a write up on The Washington City Paper Blog. Also in 2013, Lord Gary performed during halftime of a Washington Wizards game.