Thinking About Buying a Trailer, 73-87 Specific Questions

[Slonaker]

I have some 73-87 specific questions regarding a car trailer.

My Truck
I have an '86 C10 SWB with a fresh 350 crate engine, TH350C trans with about 20K on a rebuild, transmission cooler, 3:08 gears, and the light duty brakes. It is already set up with a brake controller because the PO used it to tow a travel trailer of unknown size. It also has a very heavy receiver hitch that bolts to the frame and the rear bumper tying them both together.

I want to buy a car hauler, maybe a 16' (next topic of discussion, see below). I want to be able to haul the occasional (maybe 2-4 times a year) dead 73-87 pickup, Blazer, or maybe even a Suburban on it. If I raise it back up to stock height, is it going to be up to the task? I am mostly worried about the brakes and transmission. Whatever trailer I buy will have electric brakes, FWIW.

Trailer
What size trailer do I need? I'm pretty sure a Blazer or a SWB will fit easily on a 16 footer. Will a LWB or a Suburban fit on a 16 footer? I don't really want to get a bigger trailer than I need due to the increased weight.

Slonaker