Heck that was an easy tow.
I'm within the allowable weight rating for the trailer, tires, hitch, and for the Subaru.
It was 20 miles on back farm roads, open country with no one else around, 40 mph max in a few spots that had a half mile line of sight, but mostly slower. It was uneventful.
Planning was about the same as you would do for a special-permit oversize load, ie travel at an hour when nobody is on the road and didn't get near populated areas.
This earlier one below was hairier. It was several hundred lbs lighter so less stress on the trailer but the weather was over 110 and the only route was down I-5, the sort of modern interstate with little traffic but with areas posted 70mph. 45~occasionally 50 mph on that route for a hundred miles was definitely hair raising.
In both those transports, I never got anywhere near another car so no excitement from anything unexpected. The main consideration was to think far ahead and leave so much space in front of me that I could have come to a complete standstill if something weird occurred way down the road ahead.
But none of my three tractors has ever left the ranch after arriving. No need, and no interest in repeating those tows.