Think I'll go with Kenya Boy, ICE, and Earth Maiden Arjuna for now.
Have you seen all of the anime on the list? What would you recommend when I'm done with those?
I've seen most of them.
Garzey's Wing (dub) is an amazingly incoherent personal project by the creator of Gundam paired to one of the worst dub efforts this side of the AB Group dub of the Dragon Ball Z movies(aka Big Green dub, which should also be on this list, actually). The end result is pure comedy and the highlight of this list.
Dark Cat (dub) is similar but ranks lower on account of not being as consistently funny and actually having a grating voice.
Black Lion (dub),
Sukeban Deka (dub), and
Mad Bull 34 (dub) are all works with cheesy and fun stories with dub work that enhances their camp value. Not outright trainwrecks like Garzey's Wing but definitely notable.
Angel Cop (dub) is kind of the same, but more inconsistent. Some eps are great, some not.
Baoh would belong here, but I forget if the dub was necessary or not.
Street Fighter 2 V is largely an unintentionally funny mess, but it starts stronger than it can sustain, although the end is amusing.
Musashi Gundoh is an animation trainwreck. All of the polish you'd expect from any remotely self-respecting production is completely absent. Coloring errors, line art errors, continuity errors, excessive looping, and so on. Basically the Yashigani ep of Lost Universe's original TV broadcast stretched into a full series.
Mars of Destruction is relatively short, but impressively bad for its running time. Some call it the worst ever, but that claim is highly disputable and some parts are silly enough to be pretty funny.
ICE doubles down on the apocalyptic incoherence, adds obviously cut-rate CG, and makes you feel like you've been incredibly trolled by the end.
School Days is, of course, the greek tragedy of harem anime.
Shuffle actually transitions from the most boring harem ever to something like this over the second half, but doesn't quite have the guts to follow through to the extent it should.
Blood-C, however, steps up to the plate but in a non-harem context.
Earth Girl Arjuna is an overproduced attack on modern society in the form of what Mamoru Oshii would do with a magical girl show. Many of the issues it brings up are actual, legitimate concerns, but the way it addresses them has little basis in scientific fact or thinking and does a disservice to environmentalism by doing so. The soundtrack is one of Youko Kanno's best.
Bagi, The Monster of Mighty Nature is a film by the great Osamu Tezuka in much the same fashion, but focuses on the supposed horrors of recombinant genetics while actually arguing the opposite of what it sets out to do. Kinda dull in parts, though, so it's probably best taken as proof that even Arjuna was first done by Tezuka.
Laws of Eternity,
Rebirth of Buddha,
Golden Laws,
Laws of the Sun, and
Hermes are all films bankrolled by the Japanese cult Kofuku no Kagaku, or Happy Science. If you enjoyed the Scientology episode of South Park then you should enjoy these films, as they eventually get just as insane if not moreso. Basically, if you ever wanted to see Thomas Edison as an archangel or Hitler leading an army while riding a giant elephant in Hell, look no further. As it happens, these films also feature really high production values.
Code Geass is the original trainwreck anime. What starts as a legitimate mecha show with royals fighting for power and shades of Death Note eventually collapses under its own weight leaving you with a singularity of awful writing and "fuck it" direction.
Finally,
Yami to Boushi to Hon no Tabibito goes where no other show dares to go. Every episode is an experiment in new and exciting ways to be awful. Character design? Camerawork? Plot coherence? Lighting? Purpose? Think of any measure of objective quality, and at some point this show will stomp on it, but like the best pancakes in the universe, this show tastes of pure love.
What are the caveats for Street Fight II V on that list? I own that crap.
It gets kinda dull in the middle, as I remember.