Hayate the Combat Butler. Just finished season 1; too bad #2 has only about 25 episodes. Very funny show, but requires pausing as notes at the top of the screen are wiped away too soon.
So, this HHS boy, is abandoned by his parents, who also leave him with a 150,000,000 yen debt. Somehow, he becomes a butler to a young adolescent girl, who falls in love with him. Oh, she is very rich. This is one of those clueless boy, surrounded by girls, all competing for his affection things. Very entertaining. Many references to other works; thus the notes at the top of the screen. CR for some reason, forgot English subs partway into s1. HULU has them, but, no s2.