i'd say go with the old 65 i absoulutely hate new trucks but thats my opinion, and a 1965 chevy is a good truck to wana make it with modern comforts a 1967-1972 would be easier but i under stand the part that this truck was/is your dads, there is plenty of people out there that have done upgrades on these trucks with junkyard parts you could get everything you wanted for this truck out of a 73-87 chevy and from what i can remember its not to hard to swap the parts and there is plenty of the 73-87 models out there so finding parts won't be a headache all i can say is do it once and do it right, but i'm not following that policy very well since i am doing my 1970 chevy cst/10 on a budget and somewhat of a time limit
good luck
OldIronChevy