Hey y'all,
I dropped out for a bit because I needed to figure some stuff out. Here's where I'm at:
I actually have a '15 Chevy Colorado 3.6 with towing package (rated @ 7,000#). At the time I got the trailer, I thought it was all about weight. I wasn't thinking about aerodynamics (8.5 tall by 7.5 wide BOX). I wasn't thinking about having to get it over the Rockies and the Cascades to get back home. I just thought 3,000# trailer, no problem!....There's more to it - I learned REAL fast

I started looking around and was thinking about trading for a used F150. I said that was my pull because at the time I thought that was going to happen. But after doing some more research, I found the general consensus was that for something of that size (and more importantly, with that much drag), while a 1/2 ton would work, a 3/4 would be better. Of course there are outliers on both ends. There were some people saying they did a 24' cargo with their midsize. There were some saying they like to use a full ton diesel for their 16'. But the average feedback was a 1/2 ton works but a 3/4 feels so much more up to the job.
Now I'm a safe person when it comes to physical danger. I’ll take risks in other areas, but not there. I’m the type that would like to use a 3/4 for pulling a cargo of that size. But this is starting to stray from my objective: Simplify my life to gain freedom. Also, learn to be less dependent on non-renewable resources that I have to pay other people to provide for me (like fuel). Forgo comforts (big trailer and truck) to gain mobility.
Ultimately, I want to use this trailer as a means of traveling to different sustainable communities. Once I arrive there, I will still use my trailer as a place for me and my two cats to sleep, but I will be able to use the community’s amenities for other things. I want to have a means of preparing food, sleeping, and housing a composting toilet in my trailer for interim periods between communities, but I don’t need to plan on doing those things in my trailer full-time. It got too big. A 20 foot trailer and 3/4 ton truck is not only overkill, but goes against why I originally wanted to do this.
So now I’m thinking I should size down. Maybe I should still get a 1/2 to satisfy my desire to have a big safety cushion, but I don’t need a 3/4. As for the trailer, I marked off some different dimensions in my current 20 footer and I think 7x14 is good (plus a camper that is the width and length of my truck bed and height up to the roof for more storage).
So that’s where I’m at right now. Thank you for all the feedback you’ve given thus far. I haven’t lost any determination to do this but I’d like to trade in some comfort for more mobility and feeling safer. I think the 20 footer I got was a great find if that’s what I was looking for. My lesson was to not let “a great find” trump “what I’m looking for.” I know there’s learning curve to figuring this out so this was the first of many. I know I’ll look back at it with gratitude for what it revealed.