Riddle me this ...

[AdamJoshua]

So talking to 'my' EVP (executive vice president) at work about cigars, getting my face time in and talking about drinks etc., he's scotch or brandy with cigars, so I said I had some nice sticks coming in a couple weeks and I would bring some by for him. Yes well there are worse asses to kiss, and I actually really like this guy and he respects me and my work. Right away he said don't be silly that we should go out for drinks and enjoy them together.

So I have some H. Upmann No. 2 (a box) and Montecristo No. 2 (3) coming, which of these would you recommend and which drink, any drink, would you suggest with your choice, or you can recommend a totally different stick. I want to do it up right for him, again really nice guy and he always has my back at work, such as making me the design lead on a multi-multi-multi million dollar project.

BTW he doesn't really have a brand he favors, just likes to smoke cigars and play old boy network.

Many thanks in advance.