Using Classic Outlook on Windows for personal email, calendar, and contact management
Personally, I would take the easy way out and buy a Mac. Mac Mail is a tad complicated at first but once you get the hang of it, bingo. I found Outlook and then Outlook New as frustrating as everyone else on this page. Plus, you can phone Apple Support and someone always answers. (Ever tried to phone Microsoft?)
Depending on what your needs are, mac may not be the best option (and not just because Outlook for mac is no better than new outlook). I have a MacBook... and it has parallels installed with windows 11.... because the mac can't do everything I need it to do.