Ok, here goes...
Maker reputation combined with MY experience of said maker. e.g. I havent found a Saka cigar I didn't like.
My fellow Bums' recommendations- I'd take a shot on you guys & gals before a magazine article any day.
Sexy/Bad-Ass label- yep, sometimes the shiny can pull me in.
General appearance? Dark, Oily, Maduro with hints of cocoa and espresso. And I say that even though I love almost all types.