Re: No more angles here.
Alan Grant wrote a fairly decent arc like that with a team, optimisitcally called "The Misfits", made up of Calendar Man, Catman, Killer Moth and a new guy called Chancer. The guys were losers, but trying to get a step up.
I always thought there was room for that with Killer Moth, who had gone from 1950's "Anti-Batman" character to "Guy in frankly hilariously awful outfit who just gets beated up a lot... by everyone".
Someone suggested in Underworld Unleashed he should have traded his soul for a "real" power, like actual flight, but ended up with a very slow flightspeed, just to emphasise the guy can't catch a break, even at being evil. Instead he got turned into the rather tedious Charaxes, even if his introduction did give me one of my favourite covers of all time!