To Dick ladder is to know you can't get to a cooler or more popular person so you befriend said person's friends to reach your goal of earning the cooler or popular person's trust/friendship.
Did you seeKyle he's Dick Laddering Jayden to get to Sawyer!
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".