Cannot open attachments in Outlook after update to 11.6.6.

Same problem here. But I did some testing:

The problem only occurs when preview is running. If I close preview before clicking onto the attachment it will open. The second one will fail again.

Same for other attachment types than pdf: But: With xlsx Excel ask for permission instead of failing to open.

Renaming the temporary directory so Outlook has to create a new one doesn't solve the problem.

Hi, have same problems after the 11.6.6. update. It is super annoying and definitely work performance blocker. I was in zoom meeting and trying to save the files from Outlook and open while i try to reply a customer.

Send already bug report to Apple via feedback page Feedback - macOS - Apple so far no response or any feedback.

I am also chatting Microsoft customer support for Outlook Mac, but it is an on and offline process.

very same issue using Apple Mail wherein Preview reports "The file “<name of file>.pdf” couldn’t be opened because "user" doesn’t have permission to view it. ... "

• only the first attempt to open an email attachment will succeed and that attachment can be closed & reopened repeatedly
• every attempt to open a second, third, ... attachment fails with message above, even if I attempt to reopen the first attachment after failing at trying to open another
• Quitting & Re-opening Preview seems to reset the capability to open any first attachment
• after spending a couple hours on the phone with three Apple Care techs (one at whatever they call the "next level"), I completely erased both my iMac and MacBook Pro and reinstalled OS X 11.6.6 on each to no avail
• interestingly, the iMac first reset to OS X 11.5 - which behaved exactly the same as OS X 11.6.6
• also, Preview opens files on either of my Desktops without a hitch and attachments open as expected on my iPhone XR
• after messing with the Mail-Preview issue for a while, I tried to open email-attached *.doc and *.xlx files, and a similar issue occurred, only the message was somewhat different and I was able to muddle through to open the files
• IMHO, Apple engineering needs to dig into this issue, perhaps exploring for a problem with mail server(s) common to folks with the issue
• meanwhile, I'll drag attachments to my desktop where they seem to save and open fine

This is the last update i got from Outlook support, i feel like they aware the problem and somehow communicating with Apple. We will see. Hope to receive an update from Apple soon that includes a fix for this annoying problem...

I have this issue too. I reported it to Apple and Microsoft. It occurs in Mail as well as in Outlook and has only happened after 11.6.6 upgrade. It was not occurring on my MBP M1 2020 (running Monterey), just on my iMac 5k late 2014 (running BigSur 11.6.6).

I decided I didn't want to use the irritating and cumbersome workaround of dragging stuff to the desktop, or quitting the helper application for each and every document, so I took the plunge and used the instructions here to patch Monterey and install it on my (otherwise Monterey incompatible) iMac.

I should add that I backed up my iMac first, and I have all my documents in iCloud so I was not at risk of losing data. I found this process quite anxiety producing nevertheless but I had decided to give it a go as my iMac was if not unuseable, then quite frustrating to use. But this is not a recommendation so do this at your own risk!

Result:

a) bug is gone. I can open documents as usual right from the mail program (Mail or Outlook)

b) using all the nice features of Monterey. In particular am enjoying the new focus modes, quick notes and especially the universal control which gives me 30% more screen real estate than I had.

Very happy. And thanks to Mr Macintosh for such a clear video.

Chris.

PS - I should add that my iMac is only just not compatible with OS upgrades: Monterey is the first OS which was not supported. Also that when I bought it, I maxed out the processor and graphics card as I wanted a machine that was going to last (and it has). If you've an older / slower Mac it might not work as well. The video has instructions on that. The performance of my iMac is fine for what I use it for: word processing, email and large spreadsheets.

It is doing the same for me and quite an annoyance.

What's the link to file a bug report with Apple, and also with Microsoft (though the latter will say it is Apple since all was fine until the new update).

Can confirm the exact same issues here.

I filed a report with Apple via Feedback Assistant yesterday; so far it reports/shows no similar reports; folks, please let Apple know about this bug.

Likewise with Microsoft through its Outlook "Contact Support" option under the Help menu (after a full day the "chat" assistants also tell me they have no similar reports).

This isn't gonna get fixed without some input from more than one user!

Now I've created a bug report at Apple, too. Hope that helps ;-)

At Microsoft I can't create a bug report because I'm using an enterprise license and Microsoft wants me to contact my administrator. I can skip this as a Mac user.

Same, immediately following the upgrade and impacts all office attachment types launching from Outlook (well, at least word, ppt, and excel). Preview attachments works fine. I've traced through every possible temp folder.. the path usually says: /private/var/folders/5z/<yada yada> changing permissions to full read/write wherever possible. I've also ensured that all office apps are given full read/write disk access in privacy settings.

Then please let Apple know ... Feedback Assistant - easy to use and maybe someone will do something ... sure, we're not Monterey, but for productivity purposes I always stay one OS behind until about August ... and this is killing productivity ...

Same for me with attachments. Try doing "view source" on an email:

The document “Outlook_MessageSource_2022-05-21 03/17/17 +0000_0” could not be opened. You don’t have permission.

To view or change permissions, select the item in the Finder and choose File > Get Info.

Yeah, that's a lot of help...

So much for inspecting an email that I suspect is SPAM.

Cannot open attachments in Mail & Outlook after update to 11.6.6.

Please support try to find a solution.

Productivity with this bug is decreasing dramatically

I am stacked I wish to be able to go back to the previous version of OS, but it's not possible.

Hope to have a solution soon

Thank you

Don't assume! Please file a bug report (perhaps the best way is Feedback Assistant) ... it won't get fixed (as much as it needs to) unless and until enough folks put Apple on notice.

This all originated with 11.6.6, by the way.

All... I believe I found the solution. I recently upgraded to Big Sur and could not open attachments on Outlook for Mac. I turned off "Connect Fonts" which is the latest version of Extensis's Suitcase Fusion Font Manager.

Once I turned that off, POOF... my jpg attachments would open with a simple double click. Once I turned CF back on... the attachments wouldn't open.

So, if you use a 3rd party font management program... try turning that off and see if it saves the problem.

Be sure to restart your mail program after you turn off any font management apps.

Good luck!