Obviously Baggio is iconic, but as an Italian I would point at the two missed penalties of Evaristo Beccalossi against Slovan Bratislava. Missing two pens in a game is a big deal but not a unique case, but the Paolo Rossi (the comedian, not the player) monologue about that story makes is very much iconic.

​

Freely translating the intro of the monologue:

"This monologue is dedicated to two of the biggest untapped talents in world culture, who made some of us - even if losers - to think to be meant for a future victory.

These two talents in the fields of culture, music, art, evolution in general, to me are Charlie Parker and Evaristo Beccalossi.

I get that maybe many of you don’t know who Charlie Parker was, so I’m going to explain who Beccalossi was."

If we’re also going in the past, I guess Saadi Gaddafi counts lmao