I don't bother with other brands, because I just like Fords better. I just know which ones have issues and work around those. You've got a pretty decent budget to work with. About six months ago, when I thought I would lose my company car, I planned on buying a beater truck as an interim solution because they are fairly easy to fix/work on, are plentiful, and junkyards make cheap repairs easy. Herewith some notes from my research:
Fuel injection 1987 and onwards (run much better, superior mpg)
1994 first year for airbag
1997 first year for Triton engines, and all the foibles they carry (blowing out spark plugs, plugs breaking off in heads)
1999 first year for Super Duty (a real truck; not the car-with-a-bed F150s have become)
1996 last year for the 300 six
My plan, shopping in the market about half of what you are spending, was to buy a 300 six with fuel injection. These were fairly plentiful in all both standard and extended cab configurations and trim levels (I was, however, shopping 4x2). ALL Ford pickups rust out over the rear wheels; they make patch panels, so if you only need one for beater use, it's a great bargaining chip. Watch for rusted radiator supports, rusted brake and fuel lines, and generally, uh, rust. There's enough solid ones out there to not bother with the really rotten ones. I really wanted a SD, but the only ones falling within my budget had 200,000+ miles on them and were pretty haggard. Lots of SD's were bought for commercial use (around here, townships and park services used them) so there are plenty with rubber floor mats and crank windows to choose from. After researching the 5.4 Triton on a few web sites I'd still buy one, just be aware of the pitfalls and hopefully find one that's had plugs replaced already (usually the first set is what causes the problems). You really can't go wrong with the mighty 300 six, though, if you're willing to shop for something that old. It's the Mopar Slant Six cockroach of Fords.
I briefly skimmed GM trucks enough to find some years had problems with leaking intake manifolds. That's as far as I got before deciding to stick with what I know.
I have to say I rarely hear anything good about Dodges. Front suspensions wear out, doors rust out, they tend to be bad on gas...and I just never liked the way they felt.
Anything smaller than a full size truck to me isn't useful. I know others on here will say they use their S-10 or Rabbit pickup to do XY and Z but I've found all smaller pickups to be lacking in both driver comfort and utility. I've owned several of various brands and none of them stuck around long.