Don't be scared! or nervous.
I use the "LIST" for up and down procedures, and it takes the memory out of the equation.
Do good preventative maintenance(PM) for trlr issues. Greased guide bar, fill pump to acceptable level, GOOD battery, tires to 50lbs PSI(cold).
Take extra fuses, a couple of hose clamps, and minor hand tools.
It's easy after the first day. By then you have remembered what you forgot!
Get to know your trlr. Become friends.
Everything is fixable!
Let us know how it all worked out.
Now go out and have some FUN.