Your help is much appreciated. To answer a few of your questions:
1. I have already installed a Reese Pilot brake controller from pulling a 20' enclosed trailer and an open car trailer with electric brakes.
2. My dash does have the trans temp readout.
3. I don't see any info on or around the hitch plate. where would it be?
4. n/a yet.
I've found a few TT's ranging from 4300 lbs to 5100 lbs that I think would suit me well and I wouldn't be afraid at all to try and tow one of these... Here are a few I like the best...
Vibe Extreme Lite 243BHS
http://www.forestriverinc.com/product-details.aspx?LineID=216&ShowParent=1&ModelID=2228#Main
Jay Feather 26BHSW
http://www.jayco.com/products/travel-trailers/2016-jay-feather/26bhsw/
Wildwood 230BHXL
http://www.forestriverinc.com/product-details.aspx?LineID=178&ShowParent=1&ModelID=2413#Main
Vibe 250BHS
http://www.forestriverinc.com/product-details.aspx?LineID=216&ShowParent=1&ModelID=2230#Main