During pregame warmups for the December 23, 2002 Monday Night Football game at Raymond James Stadium, Sapp skipped among the Pittsburgh Steelers as they warmed up. Steeler running back Jerome Bettis shoved him, touching off a heated argument between the two teams. Sapp was not fined for the incident, but it added to his controversial image and he felt he had been made an example by the NFL by being fined for a second Monday night skipping incident (described below). "That's all this is about," said Sapp. "In my nine years in this league, no one's been fined for verbally abusing officials. It's unprecedented." The Buccaneers had been earlier ridiculed by Steelers' Lee Flowers as being "paper champions." Despite losing to the Steelers in that nationally televised contest, Sapp and the Buccaneers went on to win Super Bowl XXXVII five weeks later. In 2003, during a Monday Night Football game against the Indianapolis Colts on October 6, Sapp was scolded for skipping through and disrupting the Colts, who were spread out on the field stretching during pregame warmups. Much anticipation and national interest going into the game had been generated by the return of former head coach Tony Dungy to Tampa. The Colts wound up erasing a 21-point deficit in the final four minutes and defeating the Buccaneers 38-35 in overtime, sending the defending champions into a downslide. The next Sunday, October 12, 2003, before the Buccaneers took on the Washington Redskins, Sapp, while running onto the field, bumped into an NFL referee and drew a $50,000 fine. His response: "It's a slave system. Make no mistake about it. Slavemaster say you can't do it, don't do it. They'll make an example out of you."

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During pregame warmups for the December 23, 2002 Monday Night Football game at Raymond James Stadium, Sapp skipped among the Pittsburgh Steelers as they warmed up.