I know you said cost was not your top priority, but money is always important ! I would recommend starting with a used TT, 2-3 years old. Most TT will lose about 50 percent off of the "suggested retail price" in the first 2 years.
Second, start small. Make sure your tow vehicle can handle the TT after you have loaded it up !
Most people want to "move up" after their first couple of years.
As for buying "quality", IMHO there are very few really GOOD quality manufacturers out there. Airsteam and Avion. Pretty much all of the "eggshell" manufacturers (fiberglass upper and lower) and maybe CampLite (all aluminum; no wood)
