Since I'm not likely to catch you streaming anytime soon, I'll pop the question here: I know they're not roguelikes, but have you tried any of the Orcs Must Die games? Currently playing 3 with a friend and it's a ton of chaotic fun.
I like how the Dark Sword heals you if it damages you on this guy. I suspect Credit Card would work well if you decide to just full send it into negative dollars, which works somehow (if they haven't fixed it obv).