He's not called "Boomerang" because of the things he throws; it's more of a karma thing.

I just grabbed a reader copy of this one, and I'm not sure if I'd read it before, or if I'd just seen all of it online? In the best way. From 2013, Superior Foes of Spider-Man #1, written by Nick Spencer, art by Steve Lieber.

Pretty sure the Sinister Six here never really gets a sixth member, but this issue is mostly Boomerang's story, starting with a brief recap of his origin: a star baseball pitcher that got caught fixing games, that was then approached by the Secret Empire and kitted out with weapons. Fred's a lout and a jerk, but one with big dreams; like getting out of jail for one. It's a somewhat elaborate shell game that involves shorting Hammerhead on some diamonds and letting him beat up poor Shocker (who would be the butt monkey for most of the run) except it doesn't, Hammerhead was really the Chameleon, 'kickstarting' Boomerang's crew, although I'm not sure how either Chameleon or Boomerang expect that to work when there's not really a job or money for said crew after they've put them together...? Well, that's a later problem.

While not eat-a-baby evil, the Six are largely conscienceless jerks--well, as far as we know: Overdrive actually has dreams of joining the Avengers after his 'villain' phase; and the new Beetle is maybe just there to piss off her dad, who maybe should not be pissed off. Shocker's kind of alright; but this issue we see Speed Demon steal a little girl's dog and the Beetle rob a comic shop, with varying degrees of success. They are jerks!

I think I forgot this started during the Superior Spider-Man era, too. There's a jerk for you...Also, I think some time after this, they tried to give Fred a redemption arc in Amazing Spider-Man: didn't take! Still, big recommendation if you missed this; I gotta figure out if I have all of it.