There is a learning curve for efficiency in hookup, setup. By the 10-12th trip, we had reduced our "frustrations" easily in half. Every time you use it, be thinking of efficiency...how can you best divide up jobs, which ones require two people, etc. When my family of 4 gets out of the truck, we all know what our jobs are and the order to do them in. We're set up in less than 5 minutes with little cursing.
Definitely overtaxing the tow vehicle. I used to have a similar trailer and it gave a workout to a light duty half ton truck. So, if you decide on a tow vehicle upgrade, get advice here first. There are certain features you will need that don't come on all vehicles sold as "tow vehicles".