I am looking at a similar situation with getting me a 1/2 ton truck to run around town in. I have a 1949 Ford F1. I’m fixing it up, so I may just use it for my occasional needs. I am in Mississippi and I have seen a lot of good looking 90s ford F250s and F350s around for pretty decent prices.
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I would say you are in a good spot for an older vehicle. Every time I head down that way I notice how much better the trucks look compared to up here.