BC:
I had to think awhile on this one. That's why the answer is belated somewhat.
You are governed by manufacturing practice and set indusrty standards when going from parent bore/dry linered engines to wet linered engines. Different manufacturers have different adaptations for their respective engines. Another consideration is the eventual rebuild scenario. For the average mechanic a wet liner rebuild would be easier, however, taking into account the longevity of a diesel powerplant in general, most original owners don't rebuild their engines anyway. A good example is the expected life of a 3406 Caterpillar on road diesel. The expected internal life is one million miles. Barring catastrophic failure like a broken injector tip, perforated head gasket or dropped valve, in reality, 90 percent of the engines go the expected life. As far as the new generation of tractors are concerned, I never heard of anyone doing a major overhaul on any of them and any engine failures are usually caused by a total lack of maintenance. In conclusion, so long as you maintain the engine and drivetrain in any given make of tractor according to the manufacturers designated service intervals and use the manufacturers recommended API grades amd weight of lubricants and greases, you will most likely will never experience any failure in the motor or drivetrain whether it is a wet linered or parent bore/dry linered engine.
I, for one, get amusement from the continuing "oil threads" here. OEM manufacturers don't spend hundreds of hours and thousands of dollars on R&D just to list some particular brand (not) in the owner's manuals.
My continuing philosophy is to follow the maintenance guidelines in the owner's manual as closely as possible and use the correct lubricants and API designations.