sachaward

Q: "Sending message content to server failed" Help!

After weeks of working just fine, iPod touch (4th gen, OS 4.2.1) won't send mail. Keep getting the message "A copy has been placed in your Outbox. Sending message content to server failed." It's a gmail address.

Have deleted the account and re-set it, restarted the iPod, disconnected and re-connected the wifi.

Receiving mail is fine.

Any ideas?

Thanks!

MacBook Pro, Mac OS X (10.6.6)

Posted on Jan 15, 2011 2:20 AM

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Q: "Sending message content to server failed" Help!

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  • by MadLawzy,

    MadLawzy MadLawzy Jan 20, 2012 9:16 AM in response to sachaward
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    Jan 20, 2012 9:16 AM in response to sachaward

    I'm a new user to iPhone and got this after the phone had been on continuously for a week. I turned it off and back on again, and one of the three messages in the outbox automatically got sent after start up. Then the problem came back, so I rebooted again. The next two went without issue and I've just sent a test message that went without a problem too. Hopefully it won't come back!

  • by THanagami,

    THanagami THanagami Jan 25, 2012 11:28 AM in response to sachaward
    Level 1 (0 points)
    Jan 25, 2012 11:28 AM in response to sachaward

    I'm having the same issue with my AOL mail. It's worked fine up until a few days ago...now I can't seem to send an email from my iPhone4. Very frustrating!

  • by C.m.taylor,

    C.m.taylor C.m.taylor Feb 24, 2012 12:42 AM in response to sachaward
    Level 1 (0 points)
    Feb 24, 2012 12:42 AM in response to sachaward

    Having the same issue with a gmail account on ipad2 mail app. The following suggests have bee given to me...

     

    1) delete mail account and reload it. Tried, but did not resolve.

    2) do a reset on the device. Again, didn't work.

     

    My issue seems to particularly affect large emails, so those with attachments or quote levels. Typically, emails i send which are new conversations, ie just my message in them, tend to get through. But most replies get stuck with the error reported by the others here.

     

    Come on apple! This stuff should just work!!

  • by maryln1256,

    maryln1256 maryln1256 Apr 27, 2012 11:40 AM in response to sachaward
    Level 1 (0 points)
    Apr 27, 2012 11:40 AM in response to sachaward

    Delete affected e-mail account.  Then on device go to:

     

    Utilities

    Settings

    General

    Reset

    Reset Network Settings

     

    Add e-mail account back in.

  • by hobokenabba,

    hobokenabba hobokenabba May 25, 2012 8:30 AM in response to maryln1256
    Level 1 (0 points)
    May 25, 2012 8:30 AM in response to maryln1256

    Excellent

    thank you!!!

  • by MadLawzy,

    MadLawzy MadLawzy Aug 17, 2012 5:41 AM in response to MadLawzy
    Level 1 (0 points)
    Aug 17, 2012 5:41 AM in response to MadLawzy

    Here's an update to my original post...

     

    I've been having this problem on and off since I've had my phone in January. I think I've figured it out. The mails fail to send when they have attachments or have a lot of embedded images, so therefore if they're over a certain size - and they only do it when I'm on wifi. When I'm on a 3G signal they send no problem. It must be something to do with a size limit I guess. Now I know I can work around it, I'm happy!

  • by Speedymkuk,

    Speedymkuk Speedymkuk Aug 19, 2012 2:53 PM in response to sachaward
    Level 1 (0 points)
    Aug 19, 2012 2:53 PM in response to sachaward

    I have found that by checking that the "name" of the email account is the same as the part of the email address before the "@" sign it works to send and recieve emails on aol account

  • by Jungyst,

    Jungyst Jungyst Jan 31, 2013 9:04 AM in response to maryln1256
    Level 1 (0 points)
    Jan 31, 2013 9:04 AM in response to maryln1256

    Tried the suggested fixes but I am still in 'Outbox' ****.  Funny, I never had a problem until I installed the latest system update.  A shame that Apple will only help if they are paid for service calls.  I would like to see a better corporate responsibility for the customers that made them so very wealthy. 

  • by ThomasTharakan,

    ThomasTharakan ThomasTharakan Feb 5, 2013 2:41 PM in response to sachaward
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    Feb 5, 2013 2:41 PM in response to sachaward

    Hi All,

    Think I found the issue.

    When you set up the email while typing in the email id the description gets populated automatically.

    Change this to be the email without the '@' symbol and anything after that.

    Do the same for the name of the account

     

    For example:

     

    abcdefg

    abcdefg@aol.com

    password

    abcdefg

     

    This should resolve the issues. I tested this for aol id and this works perfectly.

    Do try this and let me know if this works.

  • by Mr. Jae,

    Mr. Jae Mr. Jae Apr 25, 2013 7:08 PM in response to ThomasTharakan
    Level 1 (0 points)
    Apr 25, 2013 7:08 PM in response to ThomasTharakan

    Hey this worked very well for me! I must have changed the name or description unknowingly, but after following your advice and example all is well!

     

    Thanks a bunch,

    Mr. Jae

  • by Melanie75002,

    Melanie75002 Melanie75002 Jul 26, 2013 6:12 AM in response to ThomasTharakan
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    Jul 26, 2013 6:12 AM in response to ThomasTharakan

    Thanks so much for sharing this.  I am also on aol and this resolved my issue.  

  • by Kcoqsmom,

    Kcoqsmom Kcoqsmom Mar 7, 2014 5:20 AM in response to sachaward
    Level 1 (0 points)
    Mar 7, 2014 5:20 AM in response to sachaward

    I tried everything suggested. Here is what worked....log into your aol account with your home computer. Try to send an email. It will fail, too. But, it will link you to a spam check where you have to log in and enter the code provided. Once you do that, all will be well in your world...and on all your systems.  Good luck!

  • by mrsbugg,

    mrsbugg mrsbugg Mar 13, 2016 7:53 AM in response to maryln1256
    Level 1 (0 points)
    Mar 13, 2016 7:53 AM in response to maryln1256

    Thanks it worked fine

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