How often and how far are you going to be towing your tt? If the answer is often and far....a diesel pickup may be a good option for you. If the answer is not that often or far....then maybe a gas powered 3/4 ton SUV or Pickup.
Unlike a prior poster, I have had owned four full size Chevy pickups in the last 30 years, and never had problem one (except self inflicted) with any of them. I ABSOLUTELY love our current Chevy Silverado Duramax powered pickup!
I would do a search in your area on Autotrader for used diesel pickups. In my area (100 mile radius search), it popped up several 2001 to 2004 GM diesel pickups in your price range. Yes, they will all have in excess of 70,000 miles, but these are diesel drivetrains and they are built for the long haul.
Likewise, if your towing is going to be less often and not as far, 2001 to 2006 3/4 ton Suburbans would be a great option in your price range.
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