seems pretty likely he didn't think apple were bootlicking hard enough and quit, considering:

In July 2024, Oldham told police customers that he’d not been able to secure budget for the 2024 Global Police Summit, but hoped it would become a biennial event. A week later, he emailed Californian police departments again to say he was leaving the company, without providing a reason why.t

and I doubt they're sending software developers to this sort of thing, more like marketing/communications people I feel like, but you'd be surprised how pro cop many techies are tbh. Especially on the older end, these are the same people who wrote the software for guided missiles and license plate readers and shit, they don't see the problem. Even the more liberal among them, if they've thought it through, may not like police aesthetically but probably believe they need to exist more or less as they are