Monetary damages generally accumulate during the pendency of litigation. Also, it seems unlikely that this would take 5 years to resolve—Apple would presumably just reactivate the account and argue the case is moot now. I mean, maybe they want to establish precedent here to avoid opening the floodgates to this type of litigation, but more likely they’d just settle this one out quickly and quietly and fight the issue when they had better facts. OP’s story is pretty persuasive.

Even a small claims filing in the US, which might have a $10k limit, does damage to Apple far enough above the effort it takes them to “just intelligently fix it” to make it worth their time.

If Apple doesn’t show up, they’ll lose and the filer will get a default judgement, for which they hopefully asked/made the case for $10k. I’m sure they can arrange to have it enforced against a local Apple Store to seize not product, but operational working assets, if they’re creative a bit. If Apple has anyone competent in Legal they won’t let it get that far, though.

Then again, if they do show up, they’ll pay a lawyer well more than an hour of time, probably by a lot, and still have to argue against a likely well-prepared person, with proof of purchase, etc., (legitimate) sob story of lost time, digital assets, and the like, and likely won’t endear themselves to the court.

And of course for a business, an actual court filing (or arbitration if it gets forced on them, with competent counsel) could be even worse.