(True report of the conversation, FWIW.)
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Also, i plan on having my parents mail things to me along the way, including valuables like money or whatever else. How exactly would I go about it. Would I simply have to know where I will be in, say, a week, tell them the city and have them mail it to the post office? How does that work to have them mail things to me along the way?
I would not have things mailed to you. Trying to figure out where to have things mailed and then hooking up with them is a major hassle. You will either get to the town too early and have to wait, or you will get there too late and the mail has been returned to a regional office, or the post office is closed, or you are at the wrong post office. I had to have some special order tires mailed to me, and I will never do that again. You do not want to have any appointments when living on the road; you want to be able to live life foot loose and fancy free, and go where the wind blows you. Mechanicals, side trips, detours, and hooking up with other riders are all possibilities that you don't want to have to forego because you have to be at a certain town at a certain time.
Buildings and trees were splintered and blown about, closing some highways. Most are now cleared. I ran into one still closed in northern Georgia today. You could check the states' DOT web sites for closures that might affect your route.
Tuscaloosa will be rebuilding for months, but most places saw damage in narrow swaths of 1/10 or 2/10 mile width. Unless a place you wanted to stay got hit, I think you will see no adverse effects on your trip.