When I moved to Knoxville, I had exactly the same concerns you mentioned. I had a huge amount of equipment, vehicles, etc to move and it was over 2,000 miles for me. There was no way I could do it piecemeal because of the distance. I even had to choose to retire early from a company I managed. I decided that the lifestyle improvement was worth that huge effort. I completely filled a total of 4 of those 28 foot over the road trailers that ABF uses, as well as packing about 100 Crates myself and many dozens of pallets. It took me 3 months just to pack and I lost 15 pounds in the effort. I only started at 175 so that was a big loss. The owners of the company I managed decided to ask me to move the company as well instead of retiring, so I also had to do that work. Drove 3 vehicles 2200 miles each to relocate them, plus packed / crated a motorcycle and put it in one of the trucks. On and on it seemed to never end getting the prep done.
That was 10 years ago, and I have never regretted 1 minute of it. The incredible improvement in lifestyle was worth all that work and far more.
I also looked at a few others areas closer and easier to deal with. None came close to this area. Don't just settle because its easier. Its sort of like how you eat an Elephant. One bite at a time.