There's a keyboard shortcut to send an email.
this post was submitted on 06 Jun 2025
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And that keyboard shortcut is exactly the same as the keystroke to insert a line in other applications
I have a rule set up to delay outgoing email 2 minutes almost entirely because of how often I hit ctrl+enter
(Add format to a line, it formats that line and the paragraph above it; "no outlook, I want a paragraph break between those, not two linefeeds" <ctrl+enter>)
The new version written in JavaScript and spite. Everything about that.
When you have the calendar open it refreshes and blinks while it does that, like every 15 minutes. This never happened with 2016
And people pay through the nose for that crap?
It's made by raccoons that live in a PCP factory dumpster. Also why the fuck do we need 4 different teams applications
Fuck Microsoft.
OneDrive crashes not only the original computer I had the problem on, but the replacement computer that I got (upgrade) as well. Then when I moved to a different office, it crashed another computer and then created the same problem for the one other person using the computer.
And by crashing, I mean the second it tries to do anything everything freezes, and the only way to get out of it is a hard reset.
So OneDrive.
I resend a lot of email. Reply all, update subject, screenshots etc. A few seconds after you reply all, above the to field you start getting status updates. You're not replying to the latest email. This will be sent to xx people etc. It shifts all the fields down, so my click into the subject to remove the RE: is now editing the cc field instead.
Are we talking about Outlook or "New Outlook"? Everyone that I've heard that switch to new Outlook has had nothing but pain that you can't "do the thing" you used to any more. Like "Meeting with All".
When you try to change views in a shared calendar, and it automatically switches to your personal calendar in the other view, causing you to go back to the first view, change calendars, then do the exact same thing again.
Every. Damn. Time.
Also cached exchange mode is a disaster...
My inbox view gets messed up every now and then and I have to keep resetting it.
An old bug that they're determined not to fix. It's been happening to me at 3 different jobs now
Jesus. Basically everything about it. We use the web client at work, so might be a different set of annoyances.
deep breath
I use slashes in 70% of the e-mails I write as the punctuation mark that they are - I have never and will never want it to start randomly guessing what files I want to attach to the e-mail when I type a slash.
I actually didn't hate that if you typed something like "23rd" it would make the rd super-script - until the day it started doing it so incredibly wrong that it would super-script the '3' and the 'r' and change the 'd' to a 'th' so it read "2^3r^th".
Several times per day it will show a folder name in bold with a number in parenthesis telling me I have new messages in that folder, but when I click on the folder it highlights nothing as new messages, so I have to just remember what the last message I actually read was.
Search sucks.
Rarely can I open attachments. I told a coworker just yesterday that if they want to keep something secret from me, their best bet is to put the secret in an e-mail attachment and e-mail it to me.
I think the bad superscript is not a thing on the desktop app. I wonder if that's AI learning autocomplete
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.
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On the new Outlook, clicking on emails that pop up opens them... in the background. Insane design choice
For some reason, opening attachments is a lot more painful that it needs to be in open emails.
Maybe there is an option to remove "open file in browser" but if there is I haven't found it. Awful, awful design
I have two instances open for two different inboxes and try to pull one up on the taskbar, the wrong instance will pull up every single time without fail.
That sounds like how everyone always guesses wrong which way to plug in USB, not a specific problem with outlook.
Labels should be the default but UI designers on all platforms only care about appearance. Googling says you can change the taskbar to not combine instances and show labels. That way you always know what you are clicking.
I can see the windows with the inbox labeled in the taskbar preview, it just consistently brings up the wrong one when I click it.
Believe me, I've tried for years to fix this.
Everything, fuck microsoft.
That I cannot export mailboxes to other clients. Screw .ost !
That it will automatically try to disable com add-ons even if you tell it not to or create a group policy that tells it not to disable certain add-ons. Still on some machines they will disable. Disabling and re-enabling them from the list often won't fix the issue as you have to first re-enable them in another menu. If neither work then you have to completely re-install the add-on.
honestly their office suite is something I feel they did overall pretty well with. Granted plenty of changes and little things that aggravate me but hard to say as Im not actively using it. Outlook and excel in particular are standouts.
Its popularity.
Outlook like many of Microsoft's products could really stand to be just eol'd and then replaced by a better product
Trying to find the search button, depending on what you have open it is hidden completely.
At work we constantly have issues requiring the need to recreate the Ms outlook profile. We made a script for deleting and adding back the ocp or whatever it's called