Sadly it doesn't seem to have made it to YouTube. The character was called Dottor Frattale, by comedian Walter Fontana https://it.m.wikipedia.org/wiki/Walter_Fontana

If you read Italian, I'd recommend tracking down his short comedy novel L'Uomo di Marketing e la Variante al Limone, which satirizes the milanese advertising industry of the '90s (but I bet it's still mostly like that, lol).

Found one on FaceBook, I think: https://www.facebook.com/Mai-Dire-GialappaS-109451077867913/...

There's a couple facebook videos:

https://www.facebook.com/MaiDireGol/videos/tutti-vorremmo-pe...

https://it-it.facebook.com/MaiDireGol/videos/la-filosofia-de...

It was one of my favorite as well!