How handy are you? I know you have tired of fixing things, but as the third caretaker (owner), I have only had one trip in 3 years of owning our 1999 that we decided to cancel the trip.... There were a couple weeks we spent time "upgrading"...by choice...that took the AS out of service, but never has it neared "hangar queen" status.
Buying "new" means the dealer will have to fix problems. You will have to get "on the list" to achieve repairs. Hopefully the first time it will be fixed.
Now, it sure is fun having "new", you are the folks who will be first to use the AS... And second to "tow"... But a big depreciation hit. If you are blessed to justify that, go for it. the other advantage.. Possible chance for fewer issues... At least in first few uses. While the AS is a better product, they do not make all the bits and pieces. So, that is likely where you can expect "fallout".
If you buy new, ask the dealer what their policy is for "swapping" to a different AS should the first not meet your needs... Probably not much.
If I were in your shoes, I would find a used AS. Some folks buy and rarely or never use!!! You can then sell without losing a lot of money if it is not a match. (Still lose taxes)... This will be our path should we buy another.
Peace and Blessings..