Steiner was featured in a series of well-known television promos from ESPN's "This is SportsCenter" comical promo campaign. In 1999, amid fears of the Y2K situation, Steiner starred in a promo where the "SportsCenter" cast spoke about a "contingency plan" at ESPN's studios "after" Y2K, and Steiner was featured wearing a tie as a head band (along with "Braveheart"-style face paint) and screaming the phrase "Follow me to freedom!" He later screamed this phrase at Wrigley Field after singing "Take Me Out to the Ballgame" on August 31, 2005. A second promo featured Steiner being traded from ESPN to "Melrose Place" in exchange for actor Andrew Shue. While Shue delivers a straight-up report on a meeting with Paul Tagliabue, Steiner is then seen wearing shorts and introduces himself to Laura Leighton (in character as "Sidney Andrews") as the new "pool boy" in the show's apartment complex. Steiner starred in a third promo with boxer Evander Holyfield. In the opening shot, Evander questions Stuart Scott about Steiner's assessment that Holyfield is only the "50th best heavyweight of all-time"; Stuart then deadpans that he meant "the 50th best heavyweight — in Georgia". In the final scene, an angry Holyfield is seen roaming the halls of ESPN screaming, "Charley! Come on out and get your whoopin'! Charley, come on out! Steiner!". Steiner is seen cowering under a desk. In probably his another promo for the campaign, Steiner talks about how at ESPN the personalities can cover the sports that they enjoy and he says that his is boxing. During the promo several personalities try to pick a fight with him and he walks away from them all until the end when Steiner is getting into his car and Otto the Orange comes up to him and Steiner takes out all of his frustrations out on Otto by punching him square in the face. A clip of this promo was used on "SportsCenter's" coverage of a 2002 Indianapolis Colts–Philadelphia Eagles game in which the Eagles were defeated by numerous Colts players who'd gone to Syracuse University, the home of the Syracuse Orange and Otto.