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.
Some running gags throughout the series include Oscar getting into trouble, causing trouble, people complaining about his nasty snacks, getting into arguments and getting hurt by Suga Mama when he insults her. In reality, Oscar's heart has suffered deep wounds from his childhood; Suga Mama doesn't have much respect for him and his father always favored Bobby over him and did almost everything together. However, despite their constant antagonistic relationship, Oscar and Suga Mama do love each other.