Seen a lot of those myself.

Looks like a beautiful day on the golf course.

Funny stuff.
I have one buddy who probably fits 7 out of the 10 criteria. 🤦

Thanks for this bassman, never seen it before but it fits all the WTF cigar smoking archetypes.
Sir Cuts A Lot is the one I run into the most. I always cringe when I see a n00b with a 25 or 30 dollar cigar and I see that cut. Always wants to be helpful and cut you cigar for you[frypan]

Thanks Bassman. They missed one of my favorite archetypes - Sir Licks-a-lot. The guy who absolutely has to give the cigar a tongue bath before lighting up.