>>1505281One Outs (because you enjoyed Kaiji)
Akagi (made by the same creator as Kaiji, mahjong knowledge would be useful but not needed)
Mr. Tonegawa: Middle Management Blues (set in the same universe as Kaiji, give it a few episodes as it starts of weak and becomes incredible by the end)
Outlaw Star (similar vibe to Bebop)
Space Dandy (same creator as Bebop)
Irresponsible Captain Tylor (similar vibe to Golden Boy)
Memories (has both serious and comedic aspects)
Aim for the Top! Gunbuster (same creator as Evangelion, superior show too)
Monster (another serious show I think you'd enjoy)
Gunsmith Cats (kinda a similar feel to Bebop, I think you'd enjoy it)
Hope I helped
