My Messages App On Mac Won't Send Images

| 11-05-2021
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Apple's Messages in iCloud feature encrypts your stored iMessage and SMS messages, keeps them in sync between your Apple devices, and backs them up. Messages in iCloud even lets you keep your messages, photos, and other attachments in iCloud, giving you more local storage space.

How is this different than iMessage currently works?

Currently, iMessages (and SMS messages, if you have SMS relay set up on your iPhone) get sent simultaneously to every device you own which you've also logged in to the iMessage system. But the system isn't perfect: Messages don't always make it to every device, especially if your device has been offline for a while. On top of that, if you log into Messages with a new device without restoring from a backup, you'll only see new messages sent to that iPhone, iPad, or Mac — you won't get any older messages.

Jul 05, 2020  SMS Backup & Restore is an app that backs up (creates a copy of) SMS & MMS messages and call logs currently available on the phone. It can also restore messages and call logs from already existing backups. Note: This app requires existing backups to be able to restore call logs and messages. It cannot recover anything without existing backups. Advanced messaging (RCS) is currently only. Nov 11, 2018  See also: iMessage Won’t Send Pictures. Users report that when they attempt to send a message, they see a little red exclamation mark symbol next to my message, and they cannot resent it. Using the Messages app on the Mac, you can easily send and/or receive SMS text messages (normal text messages) and iMessages (Apple’s messaging service).

Messages for iCloud eliminates those issues: If you choose to sync your messages to iCloud, you'll keep a constantly-backed-up archive of your messages that can be pulled down to any of your devices at any time. And when you log into a new device, even if you haven't restored from backup, you'll be able to get that whole archive in short order. (On the downside, if you accidentally delete a conversation in one place, it'll get deleted everywhere.)

Probably there are chances that your Mac isn’t allowed to store the iMessage log files because you haven’t enabled that option. So take a look and allow Mac to store archives and attachments. Step #1: Launch the “Messages” app. Step #2: Then, click on “Messages” and then open “Preferences”. Step #3: Click on the “General” tab. Jan 23, 2019  Maybe you can send messages but not receive them. Maybe text messages work, but iMessages fail to send. Maybe all your messages come through, but you can never reply to a conversation. Perhaps you see multiple conversations for every contact based on where the conversation was started from. There are many ways that Messages can break on your Mac.

How to turn on Messages in iCloud

Want to use Apple's sync service for Messages? You'll need to manually enable it.

Note: You'll need two-factor authentication enabled for your Apple ID to flip the switch on for Messages sync, so make sure you've followed those instructions first.

On iPhone or iPad

  1. Open Settings on your iPhone or iPad.

  2. Tap the Apple ID banner.

    Source: iMore

  3. Tap iCloud.

  4. Tap the switch next to Messages so that it flips to the green 'on' position.

    Source: iMore

And that's all there is to it. If your device is going to be downloading a lot of new messages, you'll need to plug it in so that the process can take place.

On Mac

  1. Open Messages on from your Dock or Applications folder.

  2. Click Messages in the Menu bar.

    Source: iMore

  3. Click Preferences.

  4. Click Accounts.

    Source: iMore

  5. Click the checkbox next to Enable Messages in iCloud.

  6. Click Sync Now to begin syncing your messages.

    Source: iMore

How to troubleshoot when your messages don't sync

If you find that your iMessages and texts aren't syncing across iCloud, generally speaking, the best way to fix it is the old standby: turning it off and on again. By that, I mean turning off Messages iCloud syncing on all of your devices, then turning it back on again. Just use the steps outlined above for turning syncing on, just flip the switches to 'Off' and uncheck the box in Messages for Mac.

My Messages On My Mac Won't Send

There are a couple of ways you can go about this. First, try turning messages syncing for one device off and on, then the next, and so forth for all of the affected devices. You could also try turning off messages syncing on all of your devices at the same time, then turning it back on at the same time. When trying these methods, it's important to give your devices some time to sync back up before moving on to another method.

Another way to try to fix a syncing problem, especially if only one of your devices seems to be affected, is to completely power off your device. On iOS devices older than the iPhone X, this means pressing and hold the sleep/wake button until the power off slider appears, after which, you swipe that to turn off your device. On the iPhone X and newer, there's just slightly more to it.

  1. Press and hold the sleep/wake side button and one of the volume buttons until the power off slider appears.

  2. Swipe the power off slider to the right.

    Source: iMore

After that, just press and hold on the sleep/wake button until you see the Apple logo on your iPhone or iPad.

If none of this works, you can sign out of your Apple ID on your device, then sign back in again.

Questions?

If you've got any questions about turning on Messages in iCloud, let us know in the comments.

Updated January 2020: Everything is up-to-date through iOS 13 and macOS Catalina.

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My Messages App On Mac Won't Send Images Online

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How to delete iMessages on Mac permanently? In this guide, we will show you how to clear all iMessages on Mac easily and quickly.

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Question: “I painstakingly delete all my iMessages from my Mac but every time someone sends me a new iMessage all earlier messages of that person AND others get downloaded. Is not there a setting that allows me to delete the iMessages permanently from my Mac?”

Like the above user asked, when you delete a conversation in Messages app, it just disappears temporarily. What if you want to remove iMessages from the Message app or from Mac permanently? Read this guide to learn how to delete iMessages on Mac and how to remove them permanently.

Messages

Also Read: How to Delete History on Mac Completely: Safari Chrome Firefox and Opera >

Part 1. How to Delete an iMessage Conversation in Message on Mac

Unable To Send Photos In Messages On Mac

You can delete an iMessage chat on Mac easily by the method below, but those iMessages are recoverable on your Mac.

Step 1. Open Message app on your Mac.

Step 2. On the menu bar, choose Preference of Message.

Step 3. In General setting, here is an option: Save history when conversations are closed. Uncheck it. Next time, when you quite a conversation, and re-launch Messages on your Mac, the previous iMessage chats will not appear anymore.

Part 2. How to Delete Deleted iMessages on Mac Permanently

Do you know that even you have deleted an iMessage conversation from your Mac, it is still visible with some Mac data recovery tools. So how to permanently delete iMessages on Mac?

With MacClean, it is easy to find the deleted iMessages conversations on Mac and it allows you to clear iMessages on Mac permanently. MacClean is a junk file remover, a privacy protector, and a performance optimizer for all Macs. Why not free download it to have a try?

Step 1. Open MacClean from the Launchpad, and click Privacy Issue to start clean.

How to Delete iMessages on Mac Permanently – Step 1

Step 2. After the scan is over, choose App Private Histories to view the details.

How to Delete iMessages on Mac Permanently – Step 2

Step 3. View the deleted iMessages on your Mac, and select the iMessages you want to delete on Mac permanently, and then click Back to go to the result page.

How to Delete iMessages on Mac Permanently – Step 3

My Messages On Mac Won't Send

Step 4. Click Clean to delete deleted iMessages on Mac.

How to Delete iMessages on Mac Permanently – Step 4

Messages On Mac Won't Send Pictures

Part 3. How to Delete iMessages History on Mac

You can find and delete the iMessage chat history on your Mac, and remove them.

Step 1. Make sure that you quit Messages app on your Mac.

Step 2. Open Finder, and press CMD+Shift+G (or right click on Finder and choose to Go to Folder…), type in ~/Library/Messages/, and click Go.

Step 3. Here you will see the iMessage Chat Files. Delete the chat.db, chat.db.shm, chat.db.wal files from this folder, and empty your trash.

How to Delete iMessage History on Mac – Step 3

See Also: How to Free Up Space on Mac (macOS Sierra) >

The Bottom Line

That‘s all for how to delete messages on Mac. MacClean also helps remove Internet junks, system junks, development junks, app leftovers, malicious cookies, and malware on Mac to keep your Mac clean and safe. Now download it to have a try >

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