Do some trip planning as to distances daily. Know the stops for food, fuel, rest. The rule of thumb is a break every 2-hours and get off the road for an hour every four hours. Don't drive into the dark, leave room (time) for accidents, construction and the rest. This isn't a solo car journey, it is different . . . .
As a truck driver I didn't think too much of these "rules" at first. Then I learned that it is about pacing one's self. I came to appreciate that my day was broken into segments of hours/miles, and that I only had to go so much farther until stopping. That one has the luxury of traveling for pleasure increases, deepens, the sights, sounds, smells of a different place.
Check GAISMA for local dawn/dusk times. Avoid twilight, etc. Enjoy the final light of the day at your stop. Prepare for tomorrow. Be thorough on checking the rig. Use Roadfood.com - The most memorable local eateries along the highways and back roads of America
and Chowhound Boards - Chowhound
for places to eat cheaply and well. One can "eat out" once daily and do well as to "adventure". Use satellite photos to check for rig parking.
Hattiesburg, MS looks like a good spot for a first night at around 500-miles (more than enough at a prudent pace). Had a neighbor from there, and read an article a while back about a good restaurant in town. Good to get off Interstate at Jackson and run this road. 2-nights/3-days.
Use the NHTSA website and NOAA website for traffic/construction delays, and for projected weather per zip code. Takes me about 6-hours to plan the trip you are going on (there, and back again). Make notes and have alternatives.
The road has enough challenges for someone towing, so, with a structure erected (planned), one has only to fill the intervening spaces/distances with conversation and the silences of new vistas.