I would not recommend using a kinetic strap/rope during a winch (static) recovery.
Instead, insert a winch extension (static) rope/strap to reach the anchor point.
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Some folks remove the rocker cladding (it's not a sticker). One fella took the time to fill in (weld) the attachment holes, It came out clean. The rear bumper cladding that wraps into the wheel well is all part of the bumper.
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Swapping out the rear diff. bushings can be done without the rig on a lift, but it's certainly harder.
A few years back I had a blinking center diff. light. I disconnected each electrical connection, one at a time, from the transfer case and checked for corrosion. I ended up cleaning them and...
I wouldn't recommend the "dilution method" if you have never done a complete flush with OEM fluid. If a previous owner did not use OEM fluid, that could be the reason for the vibrations/shuddering. Complete flush takes about 12 quarts. These transmissions are bullet proof if care for properly...
When inspecting the front two mounts, it appears to have a line (crack) all the way around the bushing.
You might also inspect your rear differential mounts.
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Have you inspected the engine mounts?
Both of the front engine mounts were completly broken in half when I replaced them after over 200K miles of use/abuse.
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Since you're predicting approximately 1,000lbs of constant weight, you should consider pulling the trigger on some Deaver springs in the rear. I think you'd be looking at the stage 3 springs for that weight range. Mate these with some quality shocks and coil/overs up front for a nice ride when...
Have you thought about something like a Geo Tracker/Suzuki Sidekick?
These flat tow very well, and can wheel (when properly set up).
...a six month trip, what a blessing!
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Shovel
jack
gloves
snatch strap
(Crosby) shackles
winch extension strap
snatch block
tree saver
drag chain
winch controler
chain saw (at least one in the convoy)
snow chains (winter trips)
In addition to a full compliment of tools, air compressor, plug kit, and sidewall patch kit.
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