https://www.tfltruck.com/2017/03/20...rehensive-guide-maximum-towing-payload-specs/
This will give you more than enough information to make an informed decision.
Towing basics are:
You need to know your payload
You need to know your tongue weight
You need to know your tow rating
You need to know your trailer's gross weight rating
You need to know your gross combined vehicle weight rating
Your tongue weight directly goes TOWARDS your truck's payload. So say 2000 lb payload - 1000 lb tongue weight = residual payload remaining (1000lb left for in the truck, which is fuel, passengers, and additional cargo).
So, if you know you are OK on payload. And you know your trailer isn't outside your vehicle's tow rating, how do you know if you are OK otherwise?
Your vehicle's Gross Combined Vehicle Weight Rating, which is the weight of the truck and weight of the trailer combined.
Figurative number; let's say your truck's GCWR is 20,000 lbs. Your truck weighs 7000lbs. This now means you have 13,000lbs of weight left in your total "cap" (legally).
So let's say 1000lbs for the family, fuel, and cargo in the truck. So technically, you should be good for a 12,000lb trailer. But be careful here... your tongue weight might now go over on your payload!
There are tons of other aspects you can use to determine the overloading of your truck, which are in that article link.
I hope this helps, I know it was kinda gritty and off the cuff.
edit: original link actually kinda sucked, replaced with a different one
