I hear ya... but there's nothing anyone can say to make a guy change his preferences. If he likes Macanudos and doesn't want to try anything else, so be it. At least he's happy smoking a cigar and that's all that should matter, right? If you really want to get him to smoke other cigars, maybe gift him one and ask to smoke together. Give him a cigar you really like and tell him why you like it etc...
If you want to try and show him you know something about cigars, educate him on proper ways of storing cigars. Storage is more black and white and not mainly about preference, so start there if you want to show him anything. Maybe get him a 20-count humidor and work together to get the proper tools for storing cigars in the humidor...
Anyway... just my opinion.