If you are set on a big TT, your best bet would be to upgrade your pickup. Think seriously of getting a 3/4 ton - F250, Chevy/Doge 2500. These come in gas as well as diesel engines, 2 or 4 wheel drive. Above all, learn how to determine the capabilities of any TV before you buy it. Don't listen to car salesmen or RV salesmen. Ask here - use the Tow Vechile forum if you like.
Don't think that you can't hook up a TT solo - you can! It's easy! There are all sorts of gizmos to help you - wireless backup cameras, etc. I do it all the time. 5th wheels will need a beefy TV.
Or you can opt to simply start with a smaller trailer that your current TV can handle. Not sure how much privacy is needed but most have a curtin or wall seperating the main sleeping area/living areas, and others can sleep on air mattresses eiter on the dinette or jack-knife couch.
Look above a rightyouareken's signature - he's got a great looking TT pulled by an F150.
You can get a lot of help here - no such thing as a dumb question.... Good luck and keep us posted.