You can't - or, rather, I can't. It may be a problem that only affects me, I haven't talked to other people about it, but that was exactly my thinking a few months ago. So I activated location services, changed my home address to my new address, checked that it was set right, and disabled it again. And whoops, it's my old address again.
They might've fixed that in the mean time, I haven't checked it recently, I've just given up on using maps.
Which is perhaps generally applicable to "conspiracies" in fact. There are some instances of powerful people making plans; but there are even more instances of results from systemic rewards and punishments, people acting independently with certain interests, from just how the system works. It doesn't make em always great. Systems can be changed.
I don't have the exact screenshot, but the popup looks approximately like this [2].
They intentionally wrote the code to make sure that the user doesn't make the wrong choice. And this popup is not really necessary for the user, mostly for Google.
Also, this reminds me of Google's "Amateur Hour" story with Firefox. Every time they make a mistake, it's in the favour of Google, what a coincidence.
[1] https://android.stackexchange.com/questions/115944/how-to-pr...
In the case mentioned, searching "your locations" appears to be just all on or all off (I have no insider knowledge of Maps). That greatly reduces the surface area for heisenbugs in a high QPS system.
The only way out for Google is to actually start paying attention to that issue and make a conscious effort. And it'll take time before they'll regain the trust.
Why do I need to turn on "Web & App Activity" to store my home or work address?
Because Google wants to inconvenience us into turning it back on, plain and simple.
Edit: To clearly demonstrate what I'm talking about: https://imgur.com/a/QW9OxAS
They pin your saved locations to the top of the UI. If I click "Home" it will take me to my exact address. However, if I attempt to search "Home" in the search bar I get
"Turn on your Web & App Activity setting to search for 'home' and other personal places"
No thanks, Google. You don't need to know my entire location history 24/7 to take me to a static address you already have saved.