I too bought a truck for my farm in the same era for around the same price and I'm glad I did, because in hindsight it was an absolute steal. The ROI it has provided has been off the charts. Again, it is not surprising that new trucks have gone up in price to close the gap. Fantastic investment opportunities never last.
That said though, I'm pretty sure they do still make basic work focused trucks, although they might be hard to buy outside of fleet type sales.
Trailers are for "occasional" loads, rather than daily loads (unless you're a semi-truck).
I agree, I wouldn't do it for everyday jobs (for that I'd probably use a large Van or something like it) but in my experience, having a decent trailer gives you tons of flexibility for very little money.
(I exaggerate, but my brother recently bought a ~2011 Ram 1500 for $21k!)