Cannot open attachments in Outlook after update to 11.6.6.

It's great you solved your problem, but the issue most of us in this thread are experiencing can be reproduced on a clean install with no third-party software.

Incidentally, it's nice to hear Suitcase still exists (last remember it from the mid-90s!).

Is it just with Big Sur that people are having this issue. I have the same problem with one of my clients and all their machines are on Big Sur right now. I have just tested Outlook 11.6.6 on Monterey and it appears to work ok, so wonder if it is connected with Big Sur only?

The same issue in my MacBook after the update, when I contacted apple support they refused to support me since I am using an older model, Microsoft support tried to solve it since I am using a subscription, below is their suggestion to analyse the log, but I could not follow.

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Please follow these steps to gather a troubleshooting logs and send us the logs for further investigation:

1. On the Window menu click Sync Errors (keyboard shortcut: Command-8)

2. Click on the gear icon on top right of the Sync Errors window

3. Select the Turn on logging for troubleshooting option, and then click OK.

4. Restart Outlook and when prompted to turn off logging click "Leave Logging On" and reproduce the issue you experience and then Quit Outlook to stop the log capture.

From Finder, click on the Go menu - Select Go to Folder... Copy and Paste the following path into the "Go to" box and click Go: ~/Library/Containers/com.microsoft.Outlook/Data/Library/Logs

5. Find the latest log file that has Microsoft Outlook at the front of the logfile name with .log as file extension. Select the file and on the Edit menu click copy (keyboard shortcut: Command-c).

6. Click on your desktop and on the Edit menu click Paste Item (keyboard shortcut: Command-v)

7. Please upload the to a cloud drive such as Google Drive or Dropbox and share the link.

If your file size is over 20MB, I suggest you compress the log file by following these steps:

1. Select the file or folder in the Finder.

2. Right-click or control-click on the file to bring up the pop-up menu.

3. Select Compress filename.

4. The Mac will begin to compress the file or folder you've selected. Once it's done, you'll find a filename that ends in .zip.

To disable logging:

Restart Outlook and when prompted to turn off logging click "Turn Logging Off" **If you disable logging manually you must restart Outlook to fully disable logging, otherwise it will continue logging in the background**

We had the issue with one of our users. You can try these temp solutions.

I set the default PDF viewer to be Adobe Acrobat so it opens in Acrobat rather than in Preview.

(Right click on Any PDF - Get Info - Open With - Change it to Adobe Acrobat. If you don't have Acrobat Reader, install it from Adobe website)

You can also set default JPEG/Image files to another App.

in over thirty years that I use the mac it is the first time that I have such a big problem .. but it is very sad that there is no reaction from the parent company ... a bit disappointing because the bug is of considerable size ..

First, I concur with the sentiment and have uttered a few choice words myself.

But, second, the only way this is ever gonna get fixed is if everyone affected takes the 2 minutes necessary and files a bug report. Enough noise might wake the sleeping giant.

I also had this issue and have reported it to apple after stumbling across this thread... in reporting to apple, they dont even list 11.6.6 as an operating system option drop down menu to report the issue! I am wondering if its because my email address I use outlook for isn't associated with my mac?

My work around has been to drag and drop the item to my desktop (which it does let me do) and then edit the permissions through the info panel. I hope they fix this soon cause this is annoying...

Well, at least Microsoft (365) provided me this, though they did not create this mammoth problem; at least they are giving customers some follow-up ... unlike our host ...

Please refer the article that contains the recent update on the attachment permission issue for your reference : https://support.microsoft.com/en-us/topic/ec9b3364-8acf-4f5a-9dc7-987fda68e2ec 

I do the same but it is a waste of time as most of my emails in and out are with attachments - I see from the thread this has been going on for at least a month so what is happening are they fixing it ?

Yes it is a big bug and quite disruptive. We can moan all we want here but that does no good. Apple does not monitor these discussions. There is no "fix". What you (and every affected user as well) can do is take the 2 minutes and file a bug report with Apple.

1. Go to the following website: apple.com/feedback/

2. Select a Service or Product

3. There will be a form for you.

4. Provide necessary and complete details about your Feedback.

5. Don’t forget to add your email address. This can be optional.

Apple won’t be able to respond to every feedback that they

receive. However, there’s still a chance that you will receive a

response from them.

6. If you are done filling up the form, just simply click the Submit button.

There’s also a Feedback Assistant application that is available to Mac users.

How to Submit Feedback through the Assistant App (MacOS);

• Spotlight Feedback Assistant to locate it (assuming it is installed on your computer). Open it.

• If this is the very first time that you are using the app, you will be

asked to agree to the license agreement. Just simply click the Accept

and Continue button.

• Sign in using your Apple ID and password when prompted.

• Click the New Feedback Button

• Describe your issue and click Continue and Submit after you are done.

Following my upgrade to 11.6.6, I've got the problem with both Outlook and MacOS Mail on both my iMac (late 2015) and MacBook (mid 2015).

After 3+ hours on the 'phone with a couple of Apple engineers, the proposed solution from the senior engineer was a reinstallation of the OS from recovery mode. That didn't solve the problem.

I'm still waiting back to hear from him.

It is an incredibly annoying problem but I do appreciate Apple making trained and experienced support folk available for a humble retail customer with 7 year old machines.

I do hope they come up with a solution soon!!

I submitted the bug today via the website as I've had this problem for more than a week as well and have been following this thread. Interestingly, when submitting the bug, you can't select big Sur 11.6.6. It stops at 11.6.5

Seems like this is going to be the way it is for awhile. bleh

is this problem also exist on Monterey ? Anyone who has experience to work with both Monterey and BigSur ?

This problem becomes very annoying while working. Need to save every Outlook attachments. if i need to go back same mail either i need to find saved attachments and or save the same attachments once more....

Since there is a new MacOS in the town i don't think this bug (and possible others bugs which we don't know) will be on Apple's priority fix list.

I might consider to upgrade Monterey even though i have no idea how my Early 2015 MacBook Air will response to this upgrade...

I have a mid 2014 MBP - same question. When Monterey first came out, it was not avail for my machine, but now I am getting pop up notices to upgrade to Monterey although my updates show as current as Big Sur 11.6.6.