164 voteserlewis commented
I have both a Home Office 365 subscription and also a University of Wisconsin-Madison Office 365 account. However the University account is limited because I am retired. I want Cortana to give me audible reminders when an appointment is coming up by connecting to my Outlook 2016 calendar. This seems like a no-brainer to me. Perhaps Cortana tells me about all my appointments for the day when I start Outlook in the morning and then reminders prior to each appointment, with flexible timing options.