The fucking thing cannot search. I like to keep my email as conversation mode, but regardless if I get an attachment or I can remember some of the words in the email I would search for it and maybe 10% of the time I would find it.

It’s incredibly frustrating how useless the search function is.

The minimize button closes the application.

Sometimes tasks go to the trash randomly. It doesn’t happen consistently enough to see what causes it.

You can’t AND/OR combine filters. If i want to move stuff into “Gitlab trash” automatically, I need to use different rules instead of one with multiple applying conditions

Unreliable search, can’t handle one online and one local postbox side by side (both have to be turned to online postbox), it messes up my contacts every chance it gets, rules don’t work on the online postboxes,… And everything is so slow!

I am so happy with my Linux setup, but for this one costumer I have to use this shitty piece of software.

I use the web version and sometimes I’ll be typing into the body of an email and it’ll interpret my keystrokes as shortcuts outside of that email and start deleting random messages and closing the email I was writing.

I learned the hard way that “Delay Send” only sends when you launch the desktop client after the chosen time, instead of just sending at the chosen time like you’d expect.

It’s the worst program in all of the Office Suite.

I digress. The worst office suite program is Publisher.

I have never ever user it for anything, but for some fucking reason any company PC has it as a default program for .pub files, and that means that everyone that creates a new key pair and opens the pub file to copy it the gets lost and need special instructions to close that fucking thing and to open the file with notepad or something.

Fuck that program for choosing pub as their extension.

Honestly what doesn’t annoy me? The list is pretty short. I’ve never used Outlook before my work, I’m used to Gmail. Outlook feels remarkably shit for something so commonly used. Microsoft ia horrible at UI design imo. I can never find what I need and things that are supposed to be simple are somehow very convoluted.

That I cannot export mailboxes to other clients. Screw .ost !

Being secretly not updating because it thinks it’s disconnected, so I have to notice that little icon by the inbox to know it’s just not telling me about meetings being scheduled and such

Having to use Outlook was a significant contributor to me leaving my last job.

Outlook doesn’t use email addresses to route e-mail with Exchange servers. Instead it uses some internal “address” that is longer than the actual e-mail address. This becomes a problem when an e-mail account is deleted and then recreated later. And the old internal address is still in some users Outlook addressbook. Because the internal address changes when the account is recreated.

I started using Outlook365 in browser during the pandemic, and never switched back. Not that much better, but I prefer the web app running in Firefox to the actual program.

Plus, at this point, if I even opened Outlook proper, Windows would probably freeze while trying to index all of the emails that have come and gone since the last time I opened it.

Idk why MS lets you use add-ins but then they go and disable it if it starts misbehaving according to Microsoft’s determination of it doing so and not the actual add-in causing problems. OH—and then guess what? You can’t fucking enable every add-in. For some, you can only tell Outlook to not disable it for a month and then it’s the same thing all over again. Fucking Microsoft!

EDIT:

Also, who is the bird brain that decided it was a good idea to force add-ins to be managed partially via the browser? Like if I click one of the manage Add-in buttons in the Outlook app, it works just in Outlook but the other one opens up browser.

Also also, why tf are there 2 different Outlook apps now? Why should an image have Outlook New and Outlook Classic? Why tf does the mail app even exist at this point?