There's a topic for computers, but phones are a huge part of our everyday lives these days, so why not one for phones.
Due to the avalanche of spam I am now getting on my ISP accounts, and spam phone calls as well where they read me back my email, I have decided to migrate my email onto a cloud service. This will also make it easier to move eventually as every time I move, I have to get a new ISP and new emails and change everything over in every site I use.
iCloud Mail lets you create throwaway addresses as relays for things like fast food apps that you never compose an email to, and it also lets you have up to three aliases at a time that will go to your real mailbox, which you never give out. If somebody sells your email address or it ends up on the dark web due to some business or other getting hacked, you can just drop that alias and make a new one to drop off the radar of bad guys.
GMail has this functionality but since Google scans your emails and sells the data/trains AI's on it, I prefer a more private service. Proton seems to be webmail only and thus a real pain to try to archive locally. So I decided to try iCloud, given Apple's privacy systems and reputation, and the fact it is supposed to work seamlessly with iPhone Mail.
I set it up, plus my first alias. It is IMAP only so I set up Thunderbird on my PC to be able to get its emails, which I can then copy and paste to a Local Folder in Thunderbird to archive them, and not have to leave everything on a cloud server all the time.
Everything seemed to be working great until today I decided to try testing my iCloud email on my iPhone.
I have several ISP accounts and an iCloud account set up on my phone like so. Obviously these are not the real addresses, but are named so it is clear what is going on.
[email protected] (Default Sender in Mail settings)
[email protected]
[email protected]
[email protected]
Note I am not using threading.
Test 1: I tried sending an email from [email protected] to [email protected] and it showed up fine in my iCloud inbox.
I then tried replying to it from the iCloud mailbox, and it put the To address as [email protected]. Yes it wants to reply to itself, not to the sender. I was like what. It had [email protected] as both sender and receiver.
I Canceled and tried replying to it again and this time it in addition to putting the To address as alias1@icloud,com, it also put the From address as [email protected]. So the same set of addresses as the incoming mail had.
Test 2: I tried sending an email from [email protected] to [email protected], no iCloud involved. As soon as I chose [email protected] as the recipient, Mail changed the sender from [email protected] to [email protected].
So Mail is just changing things as you try to write emails, changing senders and/or recipients, sometimes after you hit Send. This is bad. It stops if I disable iCloud mail on the phone, so it seems directly related to iCloud Mail somehow.
I Googled around and have found others having similar problems, over many years. Never saw a solution. I have found that the Settings app actually crashes if I try to look at too many Mail settings. I manually checked for an iOS update and updated to 18.6, but this does not solve the problems.
Curious if anyone else has had such experiences with iCloud Mail.
Due to the avalanche of spam I am now getting on my ISP accounts, and spam phone calls as well where they read me back my email, I have decided to migrate my email onto a cloud service. This will also make it easier to move eventually as every time I move, I have to get a new ISP and new emails and change everything over in every site I use.
iCloud Mail lets you create throwaway addresses as relays for things like fast food apps that you never compose an email to, and it also lets you have up to three aliases at a time that will go to your real mailbox, which you never give out. If somebody sells your email address or it ends up on the dark web due to some business or other getting hacked, you can just drop that alias and make a new one to drop off the radar of bad guys.
GMail has this functionality but since Google scans your emails and sells the data/trains AI's on it, I prefer a more private service. Proton seems to be webmail only and thus a real pain to try to archive locally. So I decided to try iCloud, given Apple's privacy systems and reputation, and the fact it is supposed to work seamlessly with iPhone Mail.
I set it up, plus my first alias. It is IMAP only so I set up Thunderbird on my PC to be able to get its emails, which I can then copy and paste to a Local Folder in Thunderbird to archive them, and not have to leave everything on a cloud server all the time.
Everything seemed to be working great until today I decided to try testing my iCloud email on my iPhone.
I have several ISP accounts and an iCloud account set up on my phone like so. Obviously these are not the real addresses, but are named so it is clear what is going on.
[email protected] (Default Sender in Mail settings)
[email protected]
[email protected]
[email protected]
Note I am not using threading.
Test 1: I tried sending an email from [email protected] to [email protected] and it showed up fine in my iCloud inbox.
I then tried replying to it from the iCloud mailbox, and it put the To address as [email protected]. Yes it wants to reply to itself, not to the sender. I was like what. It had [email protected] as both sender and receiver.
I Canceled and tried replying to it again and this time it in addition to putting the To address as alias1@icloud,com, it also put the From address as [email protected]. So the same set of addresses as the incoming mail had.
Test 2: I tried sending an email from [email protected] to [email protected], no iCloud involved. As soon as I chose [email protected] as the recipient, Mail changed the sender from [email protected] to [email protected].
So Mail is just changing things as you try to write emails, changing senders and/or recipients, sometimes after you hit Send. This is bad. It stops if I disable iCloud mail on the phone, so it seems directly related to iCloud Mail somehow.
I Googled around and have found others having similar problems, over many years. Never saw a solution. I have found that the Settings app actually crashes if I try to look at too many Mail settings. I manually checked for an iOS update and updated to 18.6, but this does not solve the problems.
Curious if anyone else has had such experiences with iCloud Mail.

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