Ranking The Undertaker’s 27 WWE WrestleMania Matches From Worst To Best
22. Vs. Big Bossman - WrestleMania XV
One of the multiple matches on this list that is much more notable for what happens after the bell, the Hell In A Cell match between The Undertaker and the Big Bossman almost always ends up on the bottom end of everyone's Taker/'Mania lists. That doesn't mean it's bad per sé, just very, very uneventful, which is a crime on creative's part considering they had Hell In A Cell at their disposal.
This match was never meant to be a show-stopper and, if we're being honest, the cell was only ever used so they could pull off that strange hanging spot at the end, but it's a shame that the action just wasn't more interesting. Neither man was at his best here, so all we practically got was a nine minute slugfest with no stakes whatsoever (which wasn't helped by the fact that both men were basically heels).
You'd think that WWE would have known how to use its greatest gimmick match during the gimmicky heights of the Attitude Era, but this was a complete misfire.