Nerdist called The Legend The Boys' "Stan Lee" character and that isn't a stretch by any means. Eric Kripke hasn't been shy about parodying superhero film/comic culture and the social/fan fervor that surrounds these properties. From lampooning "The Snyder Cut" phenomenon to taking a huge stab at Disney's alleged corporate-pandering-for-profits with its "Inclusion" portion of VoughtLand, there isn't a shortage of references and allusions.
The Legend is played by Paul Reiser (Stranger Things, Mad About You, The Kominsky Method) and Billy drops by to see if he knows anything about Soldier Boy's whereabouts. Soldier Boy has been traumatized/experimented on by Russian military scientists for nearly 40 years and he manages to make his way back to the U.S.
Vought learns that he's back after he hears Russian music in Manhattan, which causes him to unleash a huge explosion. So, where does The Legend play into this?
He used to be the VP of Hero Management for Vought and has a clear obsession/fascination with superheroes. His house is a bit of a shrine with memorabilia for these compound v-injected human beings.
There are pictures of The Legend with Grace Jones, Carrie Fisher, Dennis Hopper, along with heroes in the show: Crimson Countess, Payback, and Black Noir. He's out of the game, and that can be mainly attributed to Billy who was involved in a sting that included The Legend, a hero by the name of Electroshock, and a prostitute who was a minor.
Butcher visits The Legend for answers about Soldier Boy, and Paul Reiser's character reveals that he indeed did stop by his place to pick up his costume and he's meeting up with the Crimson Countess.
Which probably means he's trying to make a comeback, otherwise, why would he need his suit?