As you can see you is not alone. I'm 70 and still doing that kind of stuff, seems like I should have figured it out by now.
My dumb move: Bought a new TT in Las Vegas, towed to a paved casino campground to try it out on a nice clear, calm sunny day. Put the awning out (kind of a necessity in Las Vegas to reduce sun stroke), couldn't stake it down on the asphalt, but was no wind so didn't worry. Headed into the casino for dinner (we don't gamble). Came out and awning was on top of trailer. A rogue wind had come along and flipped it up and over. Didn't damage much and was able to fix it myself. DW wasn't pleased. Then there was the time in Las Vegas where we stored the trailer for a month and forgot to unload the fridge.