He is the owner of a factory named Proud Snacks (which makes anybody who eats them sick, except Peabo, who is the only person who likes them). Penny shows early signs of this as well and Suga Mama repeatedly makes references to Penny "taking after her daddy."
He loves his family very much, but has a strong weakness for beautiful women. He often flirts with other women and almost cheated on his wife Trudy with Wizard Kelly's gorgeous wife. Oscar also has problems with Trudy ruining his fun and perfect moments. In spite of his rivalry with Wizard Kelly, he does enjoy coming and going to his stores and restaurant for his amusement.
Oscar is best friends with Felix and the two often get wrapped in get-rich-quick schemes together. They also have a lot of things in common, including sports, watching TV and flirting with attractive women, which usually ends them in trouble with their wives.
Some running gags throughout the series include Oscar getting into trouble, causing trouble, people complaining about his nasty snacks, yelling Trudy's name whenever seeing ridiculous, and getting into arguments.