If it were rings he will find oil in the air intake and a very oily PCV valve. As worn rings allow blow-by and blow-up cause increase air pressure in the crankcase which results in oil particles remaining atomized and suspended that are then carried up into the the PVC/Crankcase venting system.
However, what he is describing is very much associated with valve seals. What caused it could be several things, particularly with a low mileage truck it could have sat for an extended period without being run (think year or more). Could have been overheated (i.e. particularly high oil temps). The previous owner may have had poor oil change maintenance. Finally, low oil pressure at speed reducing the lubrication of the valve stem.
Do what is your oil pressure at RPM (i.e. 1500 - 1800), is it 25-30 psi or better?
If it is just valve seals the the job can be fairly easy with the right tools, air chuck that spins in to spark plug hole, valve spring compressor, needle nose pliers, and magnet. But it is not a job I would suggest for the average driveway mechanic. You are gonna pay a good bit in labor as the valve covers have to come off and in these trucks there is some stuff in the way that makes it take time to remove the valve covers.
As for smog/emission, even if you do not have smog/emission testing, and you could run it like this for years. It will degrade fuel mileage and performance as it coats O2 sensors, and inevitably you will have to replace cats as the oil will clog them up over time.