packpe89
You have said a few things that would narrow it down for me. I am a Toyota fan on my second Tundra and will vow for the dependability of both of them. My first was a 2008 and I towed with it for years, all of them actually. Had no trouble at all, purchased it for just about $30K and traded it in 9 years later for $17K Probably could get more but was lazy.
All that said, I would scratch the Toyota you listed. The crew cabs are bigger than my extended cab and they are heavier so you would not make up the 1500 pound weight capacity you seek. If you are going to be using it as a daily driver I would look at a Ford 1/2 ton EB. These get very good mileage when not towing, but they are the same as the rest of the gassers when towing.
I have a friend with an Ecoboost and it is a very nice truck. Comfortable, all the toots and whistles you would ever want and plenty of power to pull your trailer. It also has left him on the side of the road with a throttle body issue that was fixed. It actually had to be fixed twice because it didn't last the first time. On his last trip, with just about 80K miles he had a spark plug go bad and barely made it over the mountain. $500 later he was up and running but....they found that his turbo thingy is leaking oil internally and will need to be replaced sooner than later. I think that will be another $1500 and that is just for one of them. There are two!
Perhaps this is an anomaly, probably so.