Chucksma, just know that most dealers appear to not move much off sticker price especially for diesels. Seems that way here in Seattle area. To me, paying over $50k for a stripped down crew cab diesel or over $60k for an optioned one, or $70 gulp thousand for premium trim is madness.
Imo, your situation only makes sense to get a new diesel if you go pick up one of the $40k models from one of the high volume dealers. Heck they all have power windows, locks, cruise, backup cam and touch screen Bluetooth stereo. Seems like a guy could get by with that for $20-30k less......
And if keeping for the long run, less gadgets to malfunction, wear out, etc.
Down the road, the options package figures in a lesser percentage on resale too.