Outlook, along w/ Windows, is a poster child to demonstrate "Enshittification" of software. Classic/Legacy Outlook was fine, and so was Outlook Express back in the day. Microsoft obviously doesn't believe in "If it ain't broke, don't fix it", so like so much of other software of theirs, they kept updating it so that one has to re-familiarize oneself w/ the software, and keep disrupting their workflows
This week, since my old Android tablet croaked, I migrated the accounts on it to a Chromebook of mine, and it works seamlessly, even better since now I have a keyboard. I realized that I don't miss Windows at all: the "function" key replacements are all useful browser navigation or screen adjustment buttons (maximize, brightness, volume) - something I miss when I revert to my Wintel laptop for other work. Not to mention the individual ChromeOS apps, such as YouTube, Meet, Chat, Docs, Spread,.... I just hope that when Aluminium OS replaces it on Googlebooks, that the experience isn't disrupted but that compatibility w/ Android tablet apps are improved
In fact, increasingly, the best use cases for Windows that I can think of now are offline software, including legacy ones, or proprietary Microsoft ones like Office. Why else would one need Windows when either Android or macOS would be an improvement?