Welcome aboard Mike!
1. I have had a variety of Taylors for many years now, and do lots of playing (particularly on two), and while I see wear, it is nothing out of the ordinary when a guitar sees lots of play. Frets are normal-wear items, not unlike tires, and fret longevity depends on "mileage" as well as how
hard the car is driven. Freeway miles vs aggressive driving will make a marked difference in tread life; such is the case with our frets. You're a busker and you rely on this one guitar: lots of use focused on one guitar as opposed to spread over several guitars. And perhaps your playing style is more aggressive, as well ...as is mine. So I have the normal divots in the first few frets, but also do lots of bends up the neck, which do not leave visual signs, but I can only assume there's wear. That said, nothing that can't easily be addressed with a level and crown, which is, again, normal par for the course and can be done 2 or 3 times before frets are beyond their service life. No need to refret. Any good tech has done hundreds of level/crowns and they take minimal material off to leave you a good playing surface. I'd recommend you take it to a shop that is Taylor approved, though (call the factory for a list), as they will have the proper shims to set the neck angle properly.
2. Elixir strings corroding is, as you've indicated, a function of humidity, but also a result of your body chemistry. I had a friend who could not get through one week without corroding strings, yikes! Conversely, my fingers and hands are kind to strings so it just is what it is. If you get short life with elixirs, try another coated string and judge accordingly. But if you think you're going to get
more life from
uncoated strings given your humidity (and presumably chemistry), I think you'll be disappointed.
3. Your 2014 is the latest ES system (version 1.3) prior to the ES2 and is. IMHO, their best-sounding ES1, and for my ears better than the ES2, but many others will disagree with me on the last point. You will get lots of differing opinions on the ES2 v. ES1.3 so you'll have to judge that for yourself.
Hope that gives you a few things to think about ...enjoy!
Edward