No, that's been the Outlook experience since probably forever.
this post was submitted on 04 Nov 2025
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I've been doing this for 15 years daily now and it was never this bad. Not even when everyone ran Exchange on-prem with al the bullshit involved with that.
Ill agree. But just FYI Azure AND aws have recently had downtime which funny enough can effect a lot of things with email. Since email in itself is more html nowadays than anything else. And ive had the same issue with 2FA and timeouts from Azure/cloud exchange. Fun times.
When I retire, im going to look forward to never touching MS product slop again. Should be fun!
I'm sure it's gotten worse since Microsoft fired QA and devs and replaced them with AI, but Outlook and Exchange have always been weird and buggy.
I personally haven't been a mail admin for a few years so nothing comes to mind, but similarly, the recent update to the Outlook mobile app, at least on iOS, moved the reply button from its prominent location to the message three-doy menu. Like the #1 thing people do with a message, that I'm sure their analytics show, was hidden in a menu.
Flick the switch to new outlook. It’s way less shit.
Apparently Microsoft is already planning to kill the "new" Outlook with some AI native "new new" Outlook. So don't get used to it too much I guess. Source: https://www.theverge.com/tech/806162/microsoft-outlook-ai-overhaul-notepad
Unless you want to send a hyperlink to a intranet address, then you're SOL.
Outlook classic is on life support. Next October Exchange Online drops support for it.
It’s built on decades of code. It allows plugins to directly affect the UX. It still uses I explore at times.
I switched to new outlook and while it has its own significant issues, at least it’s not spaghetti code. It also runs on top of Edge, which allows Outlook devs to ignore a lot of backend code, and makes the UX pretty consistent across platforms.
Sadly I'm still bound to classic Outlooks because of a lot of clients dependent on COM add-ins.
Yeah those com addins are usually the problem with outlook stability. Simply moving to modern addins improves Outlook classic significantly.
There is no simply moving here sadly, the plugins simply aren't available. Hooray for vendor lock-ins.
Remember when lotus notes was good?
The more shit you tack onto something the worse it gets.
It is going EOL