Year: 2000

Before it had talking babies repping its brand, E*Trader had a habit for stunting. Case in point: This 1999 Super Bowl commercial, which starred a monkey and two old men, where the company brags that it "Wasted $2 Million Bucks" on this commercial before asking what you're doing with your dough. Genius. It was so good, USA Today rated it as the fourth best Super Bowl ad of all time.