Underground Rap Hero Fly Anakin Demands Respect

After years of toiling in the DIY trenches, the Virginia native is leveling up while paying tribute to where he came from.

Fly Anakin
Photo by Tim Saccenti

Wandering around a massive Baptist church in Bed-Stuy, Brooklyn, Fly Anakin wonders if it would be messed up to roll a joint. On one hand, he figures, if the tiny upside-down cross tattooed under his left eye didn’t get him struck down by the Lord as soon as he walked through the doors, then a little weed won’t hurt. Then again, the 27-year-old was once an avid churchgoer while growing up in Richmond, Virginia—though he’s quick to mention that he was forced into it by his mom (who only went to please his grandmother). As a teenager, a couple of acid trips led to the realization that organized religion wasn’t for him. But he still looks uncomfortable as he sprinkles weed into the papers on top of a keyboard in the church’s music room. In the end, wary of testing a higher power, he ventures into the winter chill to smoke.

Back inside, Anakin’s footsteps echo like crash cymbals in the empty hallway. He’s at the church to shoot a scene with frequent collaborator Pink Siifu for “Black Be the Source,” a meditative track on Anakin’s proper debut album Frank, which follows years of underground mixtapes. Anakin is in town from Atlanta, where he lives with his girlfriend, the rapper bbymutha. He changes out of his sweats and into a gray suit and a pair of shoes he dubs “the Obamas” for the video, which digs into the complexities of everyday Black life. He doesn’t look happy to be dressed up, though, and says the only reason he owns the outfit is because an ex’s dad once told him “every man needs a good suit” and took him to get fitted.

To retain a touch of his laid-back personality while in the stuffy ensemble, Anakin keeps his durag on as he enters the nave. Surrounded by stained-glass windows, Siifu acts as the pastor preaching his verse to Anakin as the cameras roll. “Black Be the Source” has a smoky feel to it, with Anakin’s brisk delivery sinking into a crackling beat. In between takes, Anakin and Siifu, who put out two joint projects over the last couple of years, crack jokes about the fact that they’ve been given free reign in this place of worship. Later on, Anakin emphasizes that they aren’t friends because they make music together, they make music together because they’re friends. At the shoot, the pair bounce ideas off each other about how to make Frank the breakout moment Anakin wants it to be.

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Mostly recorded in 2019, Frank has been sitting on Fly Anakin’s hard drive throughout the entire pandemic. He put it on the shelf because he wanted to tour behind the record and give this personal project (he was born Frank Walton) the best opportunity to shine. “In underground rap we’re basically freelancers—if it’s a slow month, the government crash, I’m not on tour, not selling merch, I got to figure some shit out,” he says. “I’m not trying to work for nobody. The last job I had was in 2019, and I’m not trying to go back.” The album was recorded while he was still punching in at an old folks home in Richmond. He hated the gig and would often sweet-talk his co-workers into doing his tasks while he took smoke breaks. “Those struggles make for great songs,” he says, able to laugh at his old life now that he’s not living it.

The idea of releasing an album with a plan in mind is new to him: Since his early days as a member of the Richmond-based collective Mutant Academy, a group of rappers and producers who specialize in East Coast classicist raps and sample-based loops, Anakin has been extremely prolific. Over the last half decade, Anakin and his crew have developed a whole world of mixtapes, EPs, and collaborative projects spread across multiple Bandcamp channels. “I used to give myself 30 days to make a project and, if it was good, just put that shit out,” he says. “That’s how I got my chops up. But Frank needed to be respected.”

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