To be all things rock and roll life style related. ie sex, drugs, rock, roll, prostitutes, porn, booze, guitars, loud noise, dirty women, fighting, arrests, tattoos, yowza, etc
Somewhere between dirt poor and F*#% You Money. It's the initial indicator of modern financial freedom, allowing a person who has Tennis Shoe Money to wear trendy athletic shoes while conducting business activities that would otherwise demand a different class of foot wear. Generally centered around tech start ups, Tennis Shoe Money has spread to other business sectors.
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".