Unique Situation. What’s My Best Truck Option?

Not easy decisions for sure.
Trading old truck will gave you very little value, even if the dealer will take it.
I had $2000 offer on my 2007 Mercedes couple years ago, when car went for $4000 in instant.
Why the clutch is so expensive? I am DIY guy and clutch plates used to cost in $500 range, but sounds like you don't DIY ?
Than you are not saying what mileage you plan to put in next 2 years.
Would it be 300 miles going to local lakes, or 30,000 miles for couple trips across the country?