I’ve had some problems updating certain planes, like the Seminole, where the update downloads but fails to update, but yesterday was a new one.
I noticed I had updates for three Caranado planes. I selected all three, hit the update all button, and while finishing the first the sim crashed. I tried this a couple of times, and then gave up, and deleted all three from local disk.
Each one downloaded okay, extracted okay, tidied up after itself, and then crashed. So it took me three more crashes, then three restarts to get all three installed.
Only Caranado Marketplace planes do this.