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  1. #1
    "Your message could not be sent"
    MacOS Mojave on iMac and iOS 12 on iPhone. I keep getting this pop up. "Your message could not be sent". Tried tuning iMessage account on and off. How to I stop it? And what does "Go to Chat" mean?
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  2. #2
    "Your message could not be sent"
    IWT's Avatar
    Member Since
    Jan 23, 2009
    Location
    Born in Scotland, Worked in Scotland then England, Now live in Wales
    Posts
    4,815
    Your Mac's Specs
    Late 2015 5K 27-inch Retina iMac, 4GHz i7, 32GB RAM, 1TB Flash Drive, macOS High Sierra 10.13.6
    Here are some suggestion for troubleshooting this problem:

    iPhone Not Sending Text Messages? Here?s How to Fix SMS
    Fix Repeated ?Your message could not be sent? Messages Error on Mac

    The arguably most successful method involves repeatedly hitting the Ignore button - so they say.

    Ian
    Ian

  3. #3
    "Your message could not be sent"
    ferrarr's Avatar
    Member Since
    May 21, 2012
    Location
    Pawtucket, RI, US
    Posts
    5,332
    Your Mac's Specs
    L2014 Mac mini macOS Mojave, iPhone 8+ iOS 12, 12.9" iPad Pro 1 iOS 12, Pencil 1
    Are yo actually trying to send a message to someone?

    What do you mean by "Tried tuning iMessage account on and off."?

    Did you do that on both devices? At the same time?

    What options, have you tried? Results?
    -- Bob --
    Please backup. Everything has a life cycle, unexpected and warning free. Nothing will last as long as you want it to.

  4. #4
    Every time I open the iMessage app on either the Mac or iPhone the error msg pops up.

    iMessage > Preferences > iMessage tab > Enable this account > un check that (this is what I mean by "turning on and off"

    Tried disabling and enabling at different times on different devices.

  5. #5
    "Your message could not be sent"
    ferrarr's Avatar
    Member Since
    May 21, 2012
    Location
    Pawtucket, RI, US
    Posts
    5,332
    Your Mac's Specs
    L2014 Mac mini macOS Mojave, iPhone 8+ iOS 12, 12.9" iPad Pro 1 iOS 12, Pencil 1
    Have you tried the "Sign Out" option?
    -- Bob --
    Please backup. Everything has a life cycle, unexpected and warning free. Nothing will last as long as you want it to.

  6. #6
    Well, you didn't say it, so I have to ask: Did you try clicking "Resend Message"?
    -Jonathan
    iMac (27-inch, Late 2012) - 2.9 GHz Intel Core i5
    MacBook Air (13-inch, Mid 2012) - 1.8 GHz Intel Core i5

  7. #7
    Quote Originally Posted by ferrarr View Post
    Have you tried the "Sign Out" option?

    Yes, I tried the Sign Out option. Not a fix

  8. #8
    All of my Messages were sent. They all went through, were received, and I received replies to them. And, yes, I clicked on Resend Message. No fix. Someone responded, and I've also read this on web sites > "keep clicking on the "Ignore" button. Eventually the error message pop up will stop". Well, that seems like a sad situation for Apple, that there is no fix for this and just cross your fingers and it may go away some day.

  9. #9
    "Your message could not be sent"
    lclev's Avatar
    Member Since
    Jul 24, 2013
    Location
    Ohio (USA)
    Posts
    3,902
    Your Mac's Specs
    2017 13" MBPro, 2013 13" MBAir, 2010 MacPro, iPhone X
    I have the same problem occasionally on my iphone. It seemed to start with iOS 12 and it only happens if I am texting someone with an android phone. They get the message every time so I ignore it. I have worked through all the suggestions and nothing seems to stop it from happening so I ignore it now.

    Lisa
    Recommend using Onyx to clean your Mac.
    If you have been helped, please add to their reputation by clicking on the icon in the lower left hand corner of the post.

  10. #10
    "Your message could not be sent"
    Slydude's Avatar
    Member Since
    Nov 16, 2009
    Location
    North Louisiana, USA
    Posts
    13,549
    Your Mac's Specs
    2.8 GHz 2008 MacBook Pro 10.11, 8 GB mem, iPhone XS, 2015 iMac 16 GB 10.14.1 beta
    Interesting. I'm not getting this error consistently when texting to Android users. I've had that message only once or twice and it might well have been some kind of network errors when it happened. My results may not be a good indicator though since I don't send a lot of texts.

  11. #11
    "Your message could not be sent"
    chscag's Avatar
    Member Since
    Jan 23, 2008
    Location
    Keller, Texas
    Posts
    56,756
    Your Mac's Specs
    2017 27" iMac, 10.5" iPad Pro, iPhone 6s+, iPhone 7+, Numerous iPods, Mojave
    I very rarely text to an Android user but it usually works although it can be difficult to determine whether or not they received it. Texting to another iOS or macOS user shows up in blue and the time received. Texting to an Android will show up in green but usually no time of receipt. If Apple would only expand SMS iMessage for the Android system it would make things easier.

    However, there are other apps you can use like "WhatsApp Messenger" which supposedly works with all devices.

  12. #12
    iMessage finally does sync through the iCloud. That is, if you delete a Message on your phone it is then also deleted from your Mac. Saves a lot of time deleting the same Message on many different devices. For me that is 4. But you have to check the box "Sync with iCloud" in Preferences. AND, to be able to use this feature you MUST use Two-factor Authentication. I think 2FA is a bit of a nuisance. Although I clearly understand the security necessity.

  13. #13
    "Your message could not be sent"
    chscag's Avatar
    Member Since
    Jan 23, 2008
    Location
    Keller, Texas
    Posts
    56,756
    Your Mac's Specs
    2017 27" iMac, 10.5" iPad Pro, iPhone 6s+, iPhone 7+, Numerous iPods, Mojave
    That's a good point Barry. Those of us who do not use 2FA (like myself) will just have to get used to having to edit or delete iMessages on all your devices. I suppose Apple has their reasons for not allowing iCloud syncing of iMessages without 2FA, but it does cause a bit of inconvenience for non 2FA users.

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