I like the idea of traveling light through life and keep the things I own down. (although I do have too many hobbies...)

Most pictures I have are digital, all important documents I have are also digitized. I have them encrypted and saved over multiple storage devices, including a Corsair Flash Survivor (waterproof and crushproof USB flash drive).

So there are very few things I would call essential. There are very few items I'm really attached to and I'm insured. So anything that's lost can be replaced (well expect important documents, but I have backups of those).

Loading up your car completely full, then add a trailer, seems to me to be a waste of time, fuel, maneuverability, and reliability.