Date: circa late '90s/early '00s

Targets: Steve Ballmer and Bill Gates

Shot fired: "Ballmer and Butt-Head"—Scott McNealy

As much as he couldn't stand his former college bud at the time, McNealy loathed Bill Gates even worse. So it came as no suprise when he referenced (and rebranded) the duo as MTV's most popular cartoon series. How clever.