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Hi,

Thank you for your reply.

I used to use addy.io and moved to Apple’s Hide my. Long story short: although I get the advantages, it becomes difficult over time when you have many accounts and decide for the sake of privacy to move everything again; as could be seen by proposed backdoor legislation in the UK recently.

I get that it’s a lersonal choice in the end in terms of balance versus agony/convenience in terms of updating all the accounts.

I guess I’ll continue my journey along the evolution of technology. 😉

Maybe you’d want to take a “camping” trip to Gaza and report to us how it is?

Hey,

Thank you for sharing this in so much detail. I was wondering where you stand on the following topic: email obfuscation by using different aliases or throwaway email addresses for web accounts.

While I thought that it was cool in the beginning, I found that even with a PW manager, things can become messy very quickly, and at a later stage, moving away entirely from iCloud’s “Hide my email” for example could turn out to be a nightmare and make things even more complicated.

So to cut to the chase: use your own email addresses every time or use a, preferably, self-hosted service for that specific use case of generating more or less random email addresses?