Dang dude that's impressive! I tow my 12' teardrop which probably weighs less than 1000 lbs, and it feels just about right behind my van. I cannot imagine towing as much as you have.
How bad is the squat? Do you have heavy duty leafs or air bags?
I had to change rear wheel bearings after this, but otherwise it went just fine. Towed ~35 miles with the truck on the trailer. No leaf springs upgraded, but I think I pushed my old worn leafs over the edge. Haven't changed them yet.
I replaced the fan clutch with a Hayden severe duty clutch, the belt and tensioner and put load-leveling shocks on the rear before the tow. I didn't have to replace anything on the van after the tow, and I towed it 650 miles in one day.
The Jeep needed a new trans and was stuck nose in (had 2nd, but no reverse or other forward gears) in my best friend's garage. I had to winch it out and onto the trailer with a Harbor Freight portable winch. The Astro did the rest.
Back in '99 I was towing a 21' Airstream (single axle) with a 92 Astro... bone cold stock. (well, added trans cooler!) Did have a proper equalizer hitch. If I had spent the money on 3.73 gears, I would not have needed to change the transmission, but even at that the trans lasted MANY miles. (stock was 2.73)
Recently I was towing our 26' camper (sold as: hitch to bumper - 23' box) with my 99 Astro. Not as long as that one, but not an ultra lite either!
Astro / Safari's will tow a lot more than folks think. Other than needing a bit more engine, I like the chassis better than most 1/2 ton pickups I've had.
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