I tow a 30 foot box TT running around 7,500 wet. It is a bit too much for my stock suspension. I need to add air bags. In my opinion manufacturer recommended max ratings are always way over anything I would be comfortable with. The 2 inch factory lift and the junk Rancho shocks mean my front end is light and squirrely at 7500.
The 5.3 has all the power I need to tow anywhere I take it. Even steep mountainous climbs. I have the 10 speed trany. That makes towing a dream. I rarely touch my brakes on steep decents.
My trailer is a 2007 tail dragging beast. My next one will have ground clearance the way many of them come with now. TT length is a personal decision based on your needs. My big box served us well when my boys were teenagers and we were out with big family stuff all the time. Now that they are grown I can't wait to downsize it. When it comes to boats and trailers every foot makes a huge difference in many ways. NASCAR track campgrounds can handle a 34 footer easy. Many Forest Service campgrounds are limited to 24 feet. If your into going to private commercial hookup campgrounds (i avoid them) 34 feet is not a problem. We boondock all the time, I tear mine up because of its lack of ground clearance. So...34 feet and 8000 lb dry is not a good fit for a stock TB without suspension mods IMHO.
Steve
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