Mails sent on my iPhone isn't shown in the sent folder

Whenever I send an email it does not show up in the sent folder on my iPhone or on my Mac when I sync. Why could this be?

It works just fine, I recieve mails and I'm able to reply and all that. I just can't see them in the sent folder which is annoying.

Hope you can help me 🙂

MacBook, Mac OS X (10.5.1), 2.0 GHz - 2GB RAM - 80GB HD

Posted on Aug 4, 2008 5:13 PM

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Posted on Aug 22, 2008 12:34 PM

I think figured it out. The original problem was that Mail.app was not using Gmail's smtp server. In the account preferences in Mail I have checked the box which says: 'Only use this server' under the pop-up list which has Gmail's smtp server selected. But examining the full headers of emails sent via supposedly different smtp servers (via different email addresses with all have that 'Only use this server' checked) and emails sent via Gmail's web interface gave me the strong indication that Mail.app is not using Google's smtp server.

Lo and behold, once I switched between my corporate network and a cellular-modem based one which caused Mail to fail to reach the smtp server (inside my corporate network only my corporate smtp server works and outside every smtp server except the corporate one works) and therefore brought up a dialogue which allowed me to choose the smtp server and I selected Gmail's smtp server, my sent messages showed up in Gmail's sent folder.

Even better, after restoring my iPhone (syncing wasn't doing the trick), emails sent from my Gmail account on the iPhone show up in Gmail's sent folder (and Gmail's sent folder also shows up on the iPhone).

As usual, if you for your life's sake cannot figure something out, most likely something you consider a fact is actually not the true. I was assuming that Mail was using Gmail's smtp server, that is what I told Mail to do. But apparently, once Mail fails to reach an smtp server and you tell Mail to use another it continues to use this alternative server forever until it fails to reach this one and ask you again (and that is the only way to reset it). And more importantly this alternative smtp server gets carried over to the iPhone. Even more sneakily, if you check the smtp server setting on the iPhone it still reads the 'correct' one but it is using in fact another one (visible from the full headers of the received email).

Getting Mail to use the correct smtp servers is its own pain in the butt. And after the umpteenth restore with everything working now, I now unchecked the option to sync mail accounts (since I keep switching networks on my Mac, I'm sure to end up with the wrong smtp servers associated with my email accounts).
40 replies

Aug 26, 2008 3:56 PM in response to Sekoya

"There is no simple workaround, my 'solution' was simply never open that GMAIL category simply let that number grow."

I just found out something. You probably already know this, but I just wanted to make sure in case you didn't. I'm okay with the number of unread mails growing in the All Mails folder, but it caused another problem for me. All the emails that I thought I had deleted was still in this folder so when I removed my account and set it up again all emails in the All Mail folder were downloaded to my inbox and I ended up with A LOT of mails and duplicates.

So I will make it a habbit to go to "Mailbox" -> "Syncronize Gmail" every once in a while as that will delete mails in the All Mail folder thereby avoiding the problem that I mentioned before and keeping the Unread Count down. It's a clumsy solution, but I guess it'll have to do until Apple/Google finds a better way.

Thanks again for your help.

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Mails sent on my iPhone isn't shown in the sent folder

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