I just read all this for the first time today and I think:
Duncan had more "fun" that all the rest of you put together.
Duncan probably didn't learn anything from it though, hopefully others did.
Duncan and my youngest brother are two peas in a pod, neither has really accomplished anything noteworthy but that's okay because it's somebody else's fault - it's always somebody else's fault.
Places change. If you live there during the change you may not be as aware of it as someone who used to live there, moved away for a spell and then moved back. Like my mom said about my dad one time, he spent 23 years in the Air Force so he could retire and go home. Problem was, when he got home it wasn't home anymore. It's a long story, but it's true. Everything changes, not always for the best.
At least it sounds like you folks have the opportunity to find many of the negative changes that have occurred elsewhere.
Ain't it a shame that all those folks from somewhere else move in, buy up the property (driving the property value up - but driving the quality of living free down) and then want to make their new county, city, state just like the one they left?
Duncan will never be happy, neither will his friends, unless they begin to understand how much better off they are than Duncan.
Have a good one.