This whole chain makes fascinating reading. Clearly high tech users understand how POP3 IMAP Exchange etc work and hence their limitations. Then there are the low tech users who have become accustomed to software that just works the way you expect.
Like many in this thread I have been using MS Office for many years and I have always found it functional and easy to use; but over recent years MS Outlook has lost much of its functionality. As has been pointed out it is just an email client so it can't
manage synchronising without the help of an external application and MS have chosen not to create one.
However I think the main criticism of MS comes from the fact that MS Office 365 costs money and provides less functionality for the average user than many free alternatives. Personally I now only use the MS Outleeook email client because I can write VBA
code to help me do what I need behind the scenes, and it supports POP3, which I prefer.
However I now use Google Calendar - which is free, works across all platforms and now even works off-line. Like other users I will probably start using One Note for Notes. But I will try the suggestion made in this thread to set up an Outlook email address
to handle synchronising of contacts ONLY.
It seems to me that MS have long tried to be all things to all people but is no longer able to do so. Office 365 is becoming more and more targeted at smaller groups of users who are prepared to pay and MS are slowly walking away from the high volume of
low tech users, leaving them to be looked after by more intuitive, lower tech programs that 'seem' more powerful and functional. But that's just my view