A lot of the Osprey issues either wouldn’t be applicable to civilian transport or would certainly have been fixed as lessons-learned.
In order of when they popped in my head:
The Osprey cannot autorotate, because the rotors don’t carry inertia well enough. This was a known compromise among the flight profile, weight constraints and being able to fit the aircraft on amphibious carriers with the rotors folded up. The AW609 can autorotate, and has already demonstrated it.
The early Osprey crash that was a result of vortex ring state was the result of the pilot flying well outside the flight envelope in helicopter mode. The Osprey is actually more resilient to vortex ring state than a typical helicopter. A later crash was also found to be the result of flying outside the envelope. They believe the pilot might have been hotdogging for the GoPro he had set up on the flight deck. The Osprey flight envelope would not be particularly constraining to a civilian flight profile, as I understand, and any aircraft can crash if you deviate too far from the envelope.
A few Osprey incidents have resulted from ingesting dust into the engines. Military rotorcraft have been battling this issue since the beginning of helicopters, while civilian helicopters mostly manage to avoid such conditions. No reason that same solution shouldn’t be similarly effective for AW609 as it is for helicopters in general.
The Osprey was designed with finicky 5,000 psi hydraulics, to save weight. The AW609 went with a standard 3,000 psi system.
The Osprey has had problem with equipment fit/routing within the nacelles. It’s tight in there and they had wires and hydraulics rubbing against each other, causing wear. Also, leaking hydraulic fluid would pool in the nacelle and then flow onto hot surfaces as the nacelle tilted. Some of this was fixed by providing extra drainage, providing better fire protection for critical structures within the nacelle and re-routing some of the wires/hydraulics. Never seen anyone address these concerns directly about the AW609, but with the much smaller power plants, different hydraulics and different electronics, I’d be willing to bet stuff hasn’t had to be haphazardly crammed into the nacelles, as seems to have been the case during the Osprey’s development.
They had two individual cases of mis-installed wiring causing mishaps in the Osprey. Not sure we’d expect that to be any more of an issue for an Osprey-derivative 30-40 years later than to any other airframe.
The Osprey has had issues with clutch plates that have deteriorated faster than expected. This one I’m actually not sure how well they fixed it for the Osprey, or if the AW609 has similar clutches. The AW609 is dealing with much less total power shunting around than the Osprey is, though. Each engine has about one-third the hp.