Ari Gold's assistant Lloyd has displayed serious professional confidence on the current season of Entourage. He demanded a promotion after yelling that he'd "paid his dues." At Ari's insistence Lloyd is currently on a "prove it!" mission (we're supposed to believe he's even blogging about the effort on HBO's website). The plot got me thinking about the gut-wrenching time in everyone's career where we must prove to our manager or employer that we are ready to rise above their expectations of us. It's a feeling that can last a few months, a few years, or even decades. Have you made it, or are you still paying with painful pennies?