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A millennial developer with 15 years of Google Workspace experience shares their frustrating encounter with Microsoft's enterprise stack, highlighting the complexity and inconsistencies in Outlook, SharePoint, OneDrive, and various group management systems. The critique reveals how Microsoft's feature-rich but convoluted tools appear baffling to users accustomed to Google's simpler approach, suggesting that Gmail's "just barely good enough" philosophy has won over a generation while Microsoft's legacy complexity may be driving users away.

'Don't even consider' Microsoft? Gosh

The best joke is if you go to Outlook, switch to Calendar there you technically will be in outlook but you will receive no notifications you received email. This application is a joke. Once I received about 20 emails in an hour and my supervisor was literally pissed I ignored 2 meetings that day.

Microsoft is a joke itself however you look at it. All they did good is related to development (VSCode, GitHub, Typescript…) and that is also questionable at times. Most of these tools were initially made not-by-microsoft.
Funny thing is that they bought GitHub and killed GitHub’s Atom (direct competitor) and continued with VSCode - I get it, it happens a lot in with acquisition. Typescript is its own story, but for now this is the only original thing from MS that I kinda like I guess.
Don’t let me start on the UX side of their products, I won’t even scratch the technical parts. Last good OS they did was 7, browser was just file explorer with “Internet” lipstick for majority of its lifetime, office is horrible PoS and 365 thing is even worse experience - why would you pay for it when you have free tools that are less error-prone and just work in contrast to any MS solution. Teams is mental-breakdown meme… when it works.
Someone mentioned Outlook and calendar issues - if you use any other normal calendar good luck with syncing with that MS PoS one, you always have to have 2 calendars open, the normal one and the retarded MS version.
With using MS software you also need a mental health/wellbeing therapy or some subscription to depress from the horror and unnecessary stress MS gives you on a daily basis.
Worst part? Someone is paying for that PoS!

It’s impressive how Google made productivity simple, and Microsoft responded by making simplicity a premium feature.

they can dig themselves out of this hole if they just had more features that makes the shovel even more uneffective.