I know I am coming in late on this dialogue but I fully empathise with Glen W Rae, AngeloRuggiero and rbuege having gone through similar, and very frustrating experiences.
Being able to rationalize the quirks/failings by having in-depth knowledge of the technology is not the point here. Taking the consumer perspective then surely it is up to Microsoft to explain properly and simply what they are selling and thereby save us
all a bunch of trouble? As has been pointed out in earlier posts, even when you diligently follow the wording you are left stranded up a blind alley. Microsoft have done a very bad job - even perhaps being economical with the truth of what you you do and
do not get with Office 365. It would be better to get them to listen and learn I would suggest.
And are we to telepathically determine what exactly it is that you have encountered following a given set of unspecified steps using an unnamed set of email account types utilizing an undefined set of devices? The words "diligently follow the wording" refer
to what exactly and more importantly in an effort to accomplish what precisely?
What you do get with Office 365 depends entirely on what subscription you have purchased
https://products.office.com/en-us/business/compare-office-365-for-business-plans
*** click on the button on that page to review different home based plans
As for Outlook.com - it's a free web-based <Email Account> which can also be configured in any version of Outlook. There is no requirement to have any Outlook desktop client installed to use an Outlook.com account.
Understanding Email Accounts and Email Clients
http://www.contactgenie.info/understanding-email-accounts-email-clients/