If you crash your uninsured Harley it's no different.

That's your own fault. The difference I see is that H-D stuff's value isn't entirely dependent on the company itself; they don't control it past the point of sale. They can't change their mind and unmake your bike, or your biker jacket, or your local H-D club.

That goes back to my statement above about the problem being an inability to resell.

It's not quite the same though. With digital things, the very existence of it depends on a third party who might close up shop whenever without warning. If Harley Davidson goes bust someday, all the bikes they made don't just vanish into thin air.

This is independent of whether or not you can resell them. Whether or not you're permitted to resell the items won't matter any more if they all vanish due to a company going out of business or leaving the game behind.

Can't buy Game Closure Insurance (yet)

Probably just because the stuff has no value in the first place. Add in a secondary market and insurance should be obtainable. (Not that many would or should obtain it.)