New winch I pull it all out,
Connect a rolling load to it >> Car
Put the car in Neutral and apply the eBrake to give some resistance / drag
and reel it in
That seems to teach the cable the proper way to spool and minimizes " Bird nesting" when free whirling out
As long as the load is somewhat behind the trailer, cable will spool on it's own
Occasional cable wants to double up where it shouldn't >> Block car you are loading >> Release about 4 foot of cable, wind in correctly >> Remove blocks and continue the load