I've never tasted a paper plane but have seen it mentioned here many times.

If I made this with - Wild Turkey 101 - Amaro Montenegro - Aperol - Lemon

Would that be anywhere near?

I've got Campari as well as an alternative aperitivo, and Fernet Branca as an Amaro if one of those would be better. And I'll not have a word said against WT101 so that's staying.