Trailering over Hills

When it comes to trucks and towing, I am an overpreparer.  If I could haul my 2H trailer with a 1 ton pickup, I would.  That's not a practical solution though.

Favorite rig picture, but unfortunately with the trailer still gross pre-pressurewashing.

Yelling (in my head) at people with underequipped tow vehicles is also a favorite sport of mine.  Do not even get me started on the episode of "Tiny Homes" I saw recently where a couple of PhD students hauled an 18ft long, 12 foot high tiny home from New York to Colorado with an aluminum body F-150.  The girl was like "It was super scary, we fishtailed a lot, but we made it."

Ughhhhh.

Anyway.

I know that I have more than enough truck for my trailer + pony + gear, but I was still pretty nervous about my first time hauling up and down (for Indiana) long, steep hills last week.

Still so in love with this truck.  I got an incredible deal on this one at 2/3 of KBB value (why so cheap, I have no idea.  Maybe because there's a big poorly hidden scar on the drivers side where it was keyed once?), but it's unfortunately set me up for a lifetime of luxury truck ownership.

Before I left, I recalibrated my brake box, did a thorough walk-around, even read my owner's manual to see if there was anything I was missing.

(Did you know, according to GMC, you can get carbon monoxide poisoning from hauling with the windows down?  They recommend leaving at least the back windows up while hauling.  Who knew?)

And...

It was totally fine.  Easy, even.  I didn't feel under-trucked or over-trailered a single time.  Uphills, downhills, winding country roads: I never even knew the trailer was back there.  The more I tow this trailer, especially now that I've done so much to it, the more I love it.

Unrelated: Cummins HQ on our walk home from dinner Saturday night.

That said, I've been told by a lot of people that you learn what you like and what you don't like with your first trailer after you start using it.  As I've towed a lot lately, I've kept thinking about how much space I don't use in this trailer.  How I would not haul two horses in it unless I got a bigger truck.  I've also started to plan (way) ahead for the eventual day when I'll need to replace this truck, and how to extend its useful lifespan while I save up for the next one.  I've thought about how much nicer it would be to have 1,500 less pounds behind me now that I'm towing a lot.  Admittedly, I thought about how easy it will be to sell it now that all the work it needed has been done, rather than waiting until it needs something else.

So after some very idle searching, I found a woman selling the exact trailer I want, almost brand new for 3/4 of the new price, and listed mine for sale.  Whatever happens, whether it does or doesn't end up selling, I'll be happy one way or another,