I see in the .ORG chat that you have had trouble getting offers.
I'd think about it this way.
Do I really need to do any of that to the truck? Is it reliable now? If not, maybe drive it for a while until the market picks back up. Are you a patient man? You have a good point with if you do all that and you'll still have a truck with over 200,000 miles on it. There'd always be the concern of it's longevity.
Going for something else could get something with less miles, but would you have a monthly payment? AND then do the stuff on top of that.
Which would be easier on your wallet? Is that even a consideraton?