I believe the F-150s and F-250s got OBD2 in '96 when it became mandatory. But most F-250HDs and F-350s didn't get OBD2 until the SuperDuty came out in '99. California trucks might be an exception, but I know my '97 F-250HD is still EEC-IV.
In a lot of ways the '92 - '97 are really the best of the '80s and '90s F-series (looks is definitely NOT one of those way as far as I'm concerned). I'm certainly not putting down the earlier versions, but Ford didn't screw anything up too bad in this time frame as they added refinements.
You can argue that more electronics is a bad thing. By that argument the early '80s were the best. But if you want EFI and automatic transmissions that have overdrive and a lock-up torque converter I think the later trucks are your best bet (or go to a lot of effort to retrofit and get the best of both worlds).
As far as the E4OD goes, I think generally it's considered a very solid trans. I bought my '97 with 161K and it's over 240k now. As far as I know the trans has never had anything more than a fluid/filter change in its life.
thanks! i always liked the OBS fords. been trying to find a 5.8 , thats not insanely huge but can still tow.
in reality i just wanted something i could use and fix most things my self. mechanics are in short supply and prices are insane. ty for the info