Legendary street baller, who earned his name in Rucker Park, NYC. He got his nickname from an announcer at Rucker after he started skipping while dribbling the ball during a game. This explains the first part of his name. The second part most likely roots in the announcers creativity with inspiration from the traditional American folk song "Skip To My Lou".
Someone who is addicted to obtaining money and building wealth. A money addict and fanatic. Breadheads often work more than one full-time job, and some even participate in illicit activities to "obtain the bread".