Easy way to upgrade OBD I to OBD II

That would be me that sent him over here.
My thoughts were a little different. And let me explain why.
Wolfstar had stated he was going to be replacing his heads and cam. He also stated the AC was gone from the truck.
Based on that, my suggestion was to go with EQ heads drilled for the LA style intake and maybe something like the Edelbrock pro flo 4. Or a carb intake , with a Holley Sniper, Fitech etc.
My thoughts were, in the end, the self tuning systems would work better and probably be cheaper then converting and getting a Mopar System tuned.
But again, I know on this forum there is a lot of experience swapping magnums to Carbs, LA to FI, and lots in between.

95 Dakota should be a hydraulic controlled trans, and if this is the case your suggestion is probably a good one.
The electrical connector on the drivers side towards the rear of the trans main case will have three wires if it's a hydraulic controlled.
If this is done there will have to be some system for applying OD and lockup.
This can be shifted manually with a switch, by buying an aftermarket trans controller or building a hydraulic pressure switching system like I built for my Dart.

This would apply even if he went with an EFI system instead of a carb.
(I'm kinda thinking in Montreal the self learning EFI would be the ticket)