Yeah that Oliva is definitely mild and the Hemingway, while mild too, would be a tad stronger. I can't say about the Macnoodle because I haven't had one - badwhale loves those though, so he might chime in.
Depends on the cigar, but generally I've found that initially yes, they can be a little harsher before the ash is long enough to "cool" the cigar down a bit. Typically, they will start to get harsh again at the end (last ~1.5").
Yep, a longer ash will be a "cooler" and more mild (or "smoother") smoke.
I smoke Padron Anniversarios down to the pain tolerance of burning my fingers/lips.
30 minutes is pretty quick. I'll sit outside contemplating the meaning of life for an hour and a half if the cigar is good and there are no wifey plans. I also spend a good deal of time admiring my awesome calves though, so "appropriate" smoking times may be closer to an hour.
Welcome from AZ.
-Buzz
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