I'm a stickler about my trailer and securing a load. I have so many straps and chains, it's ridiculous, but...I use them all. I use a lock on my latch, and keep a key for it on a quick-release latch on my keyring, and a spare key hidden on the trailer. I just don't like the idea of anyone being able to latch or change my hitching to my truck and trailer....and it happens when folks think they are helping. The only time I've dropped a trailer, is when trusting my father to hitch up for me. He used his own ballmount, with a 2" ball, on my my truck with my 2 5/16" trailer. Never again....I leave that lock on, and hitch up myself. Crossed, heavy chains, with safetly clips are a must for me, as is an adjustable height hitch, for properly leveling my trailer. I gave extra for dual axle breaks and breakaway system....and I maintain it all, to work properly. I can leave on minimal notice, any day of the week, for a trip on any distance with full confidence in my equipment.
Securing what's on the trailer is even more tedious for me. I drive around and meet all sorts of tractor folks, and mean no disrespect, but have had to ask folks to simply 'step back' when I'm strapping down a load. I want to build that load and secure each point of contact myself. I'm not only looking for good mounting points for the trailer and new equipment, I'm inspecting my straps each time as well. When one gets frayed, it gets thrown in the cab and I'll recycle it for other uses in the shop...it won't go down the road. Loading is also a great time to check gate latches, tire condition, mounting of my spare, etc.
I love pulling a trailer and chasing down goodies, and do not want to be the guy on the shoulder of the highway due to ignorance or carelessness.