I like your very neat setup and use if high grade electrical connectors.
I would use a clamshell snatchblock, possibly a self releasing one to minimize the forces on your tractor and to increase overall pulling strength by double the winches capability alone. Plus you get an advantage of being able to be out of the way of anything that might fly toward you/tractor like broken cable, hooks etc.
Igland makes wicked excellent clamshell snatch blocks, some models are self releasing. I would possibly incorporate your old Tundra as your anchor point for the snatch block, attaching it to the rear receiver as the pivot point and then having the tractor directly behind the truck or at an angle to keep you out of harm's way. Then you could watch the cable as it pulls your log(s) out of the woods.
Link:
Igland Snatch block with automatic release - YouTube
Another thing to use to minimize the drag/snagging on the winch cable is a log cone:
Portable Winch Skidding Cone for Logs up to a Diameter of 2 in | SHERRILLtree
I have an Igland winch and snatch block, though not self releasing, so I know what an advantage using a winch of any kind can be. You can place a blanket or jacket or other similar object on the winch cable while hauling the cable toward the tractor to stop a cable snap from going wild and doing damage. This method takes the tension stored in the taught cable out instantly, saving the bacon: YOU.
Best to roll out your cable entire length and roll it back up without a load before use to help keep it from snagging on the spool. You can do this by attaching it to an object/ truck etc., then drive away slowly. Then wind it up by hand while operating the winch, possibly with someone on the hook end if you can't do both as a single person.
Have fun, be safe, MORE pics!