I started with a 22 footer and an '03 F-150 with the 4.6L V8. After 1 season of towing there was a '13 EcoBoost in the driveway. The next season the trailer was destroyed by hail and I bought my current 31 footer with the insurance money. My current set up is a great match but I think I'll get a F-350 diesel as my next vehicle, which will likely be in about 8 years from now as I tend to take good care of my vehicles and aim for 10 year service life before selling for a decent buck. At that time the trailer will probably be ready for a trade in, too, and I'll probably end up in a monster 5th wheel. It's an expensive journey to the top!
2013 F-150 EcoBoost MaxTow, Roush tuned (415hp 506tq), lifted on 33s, R.A.S.
2013 Jay Flight 28BHS Elite (Equalizer 10K hitch)