Adopted son of Cubie, Harold knew his original parents but they died of drowning. Cubie adopted Harold because she felt bad and though he needed a good home. Harold was happy with Cubie since she spoiled him at a price, harold had to keep up a good average in school and do his share of chores around the house. Cubie ranted around her family on how her son was better than the rest of their kids and this made Harold a bit uncomfortable.
He usually snuck out at night with any teen around town he met to get away from being the "Perfect Son". He soon grew into a young adult and Cubie dropped him off at Sim State with out crying. Harold didn't care so much and was happy to be away from her for at least awhile. He was accepted into the Bright household and was soon asked to join a Greek house. He messed up his chances though due to his crush on one of his roommates and trashed the party up.
His roommates helped him out with money since Cubie had forgotten to send him some simoleons sometimes. Ruben and Harold became good friends even though it was obvious Harold was a little envious of him.
Harold soon met Eric Baker, who at the time didn't want anything to do with him, but made the friendship work into love. As soon as the two entered their last year, Eric popped the question to Harold on their fifth date at Rodney's Hideout. Harold soon called his mother and finished up his year with a decent grade.
The two moved in with Cubie in her new furnished home and planned on starting a big wedding. But Harold seems to be conflicted since Eric shows signs of distancing himself from him.