Earlier quoted context omitted.
Trailers should lend themselves well to the sharing economy, no? Minimal maintenance, largely stored sitting idle, no cleaning required. You don't even need to unethically deem your workers as contractors.
Trailers are a huge pain in the ass, have you ever backed up with one? I've done my fair share of trailer towing and given the choice between a trailer and a pickup, I chose the pickup every time. Trailers have a capacity advantage though. Sometimes the shit you're moving simply won't fit in a large pickup truck. In those cases though, having a truck with sufficient power to tow that trailer is still handy...
Yes, every time I park it. It is much easier to learn how to back with a trailer than to learn how to drive