We ended up getting a hold of the guy with the 250, and we now own it.
It had new glow plugs put in in September 2016 so those should be good for awhile. Oil change still had 3k miles left on it. The seller was the original owner who bought it new in late 1999 and he used it for hauling boats, mostly on the highway.
The truck has 387K+ miles on it atm but the engine purrs perfectly. DH is a diesel/heavy equipment/tractor mechanic so i should be covered for most any repairs. The truck is the gold and black anniversary edition with tan leather interior and full automatic everything. The owner had a complete folder of receipts of all repairs and replacements since 2012 including oil changes so we know it was well taken car of. It has new brakes, rotors, and calipers all the way around, new upper and lower ball joints on the drivers side, new battery in 2016, etc.
We ended up getting it for 2k and 6 months of insurance in Michigan(don't get me started on it) is $398 for 6 months, Registration/taxes was $178.
Now for the bad.....
Needs a major repair or a replacement of the truck bed, need new rocker panels, corner cabs, and need to repair the bottoms of the front and back doors. Then it will need new paint. It also needs new lockouts as they are starting to not wanna work and DH said we need to put new tie rods ends in. We will also be swapping out the running boards for frame mounted nerf bars as the drivers side is having a real struggle with life atm.
New box we found $300
New lockouts (unsure what spline/dana we need atm) $60-260/pair
New nerf bars $174
Then new panels vary from $32-90
I did find bosch glow plugs on partsgeek for $9 each.
A box swap, some bodywork, a good undercoating and a new paint job and she should work for us for many years to come.