I drove for a construction company for a number of years as their go-fer. I usually only had a 1/2 ton pickup with just a 6cyl, sometimes a small v8. I was often tasked with taking out heavy trailers to job sites or retrieving them back to the yard. I often thought some of these loads were ill-advized and too much for the vehicle I was issued, but the boss said get it done, and I carefully learned just how much a simple half-ton truck can actually do.
However, with that said, I had an entire company's assets backing me up. If something broke or failed, I just passed it off to the mechanics we had on staff. They also maintained the vehicles religiously. I also was usually towing on flat ground. And to the company, these vehicles were a consumable expected to be completely amortized (worthless) after 5 years and simply replaced with a brand new model off the dealer lot.
I would seek to and would prefer to use a 3/4 or 1 ton truck if I was doing what you describe. Preferably with a diesel motor. Especially if you plan on living in the mountainous west. I recently acquired a 2006 Chevy 2500 Express van with a Duramax diesel engine for exactly this reason. I monitored Craigslist for months until I found a used locksmithing van for only $4200. Examples like this usually sell for over $6500. Currently, diesel fuel is LESS than gasoline,...although that's unusual, historically.