I'll echo what Richard stated in his post. He makes some great points. You'll be fine with either with the truck you have and a bed extender. I can't speak in regards of the PA12 versus PA14 as far as a personal preference, but you can't go wrong with either one. I'm going on 59 years so I'm not far behind you. When I got the second PA, I decided to look into a trailer.
I have yet to back the trailer in the water when launching or getting out. For me I just back up a specific distance from the edge of the water (on the ramp) and slide the PA I want to use off the trailer at the waters edge. Reverse the process for loading.
A small jet ski trailer (whether single or double) is easier to use that the bed extender as most of the trailers sit lower to the ground. That makes loading and unloading easier and the trailer doubles as a storage platform.
Good luck with your decision. You'll love whichever one you get!
