Here is my setup: 99 F250 with helper airbags in the back, 32' deck tandem axlw tag. Been allover with it like this towing the XJ and a heavy ass J20.
New setup with 5" of lift and 37's, been to TN and up to Drummond towing the XJ with the wrangler or the XJ with the J20. Tows fine up to way faster than it needs to be. However when I get a damn free weekend it is going gooseneck and getting another axle under it just for good measure.