Re: Support nightmare?
nope..support is really easy: each year model probably gets a year-specific server / virtual machine instance to keep connected services management at a predictible, uniform stable version and that also allows for easy termination of services when all that year's model vehicles are definitely out of warranty: just shut down the virtual machine.
They will likely only support it for the warranty period and will shut down the server instance that supports that year's model after all the vehicles of that year are out of warranty (3 or 5 years usually).
If they really have (literal) hot-seat subscribers for that year's model they will probably keep the virtual machines for that series running a bit longer, to milk the subscription fees, but as soon as the subscriber count drops below a "profitable" number they will announce it's no longer economically viable to provide those services and will terminate all remaining subscribers for that year / version.