I figure if I leave here at 6am I should be in about midnight or 1AM.
If you are able to, I would suggest shifting your departure time by as much as 6 hours and leave at midnight or early AM. That way, you'll get most of the driving in darkness over with first, while you are fresh, and then you can finish during the daylight when you may be tired.
As others said, keep all the appropriate records, including the signatures you need at the starting and ending place.
That's important. Scope that out first if you can. You don't want to be spending a whole bunch of time hunting down a signature because the teenage kid behind the desk at the WaWa where you buy gas is unwilling to sign your papers.
Bring some water and granola bars with you.
Light snacks and water or powerade at each stop. Avoid big meals.
Also, I like those 5 hour energy drinks. No sugar, they give you a boost of energy without making you "wired". Break the seal (but don't open) one or two of them and leave them your glove compartment in case you want one while you are riding.
Try to time it so you get a 10 minute stop every couple of hours.
Keep things that you may need during the trip easily accessible in the trunk. This would be water, snacks, rain gear, butt paste, backup maps, flashlight, or anything else you may need to use on the trip.
Above all, remember, this is a bucket list thing. If you are successful, you will achieve.......bragging rights. Not fortune or fame.
It's not worth doing anything stupid for. If you find you are tired, pull over and stop. It's way OK to take a nap on a picnic table or under a tree.
Good Luck. Let us know how you make out.