I doubt the schedule is intentional, but every ten months, Amazon improves Alexa’s calendar support. In 2015 they added the ability to hear what’s on a Google calendar. Then in 2016 they made it possible to add items to a Google calendar. Now Amazon has added support for Outlook.com calendars to Alexa. The feature is still rolling out, so it might not be available to everyone yet, but when it arrives you can go into the calendar settings section of the Alexa app or web portal and link your Outlook account. Then you’ll be able to say “what’s on my calendar?” to hear the latest events or say “add an event to my calendar” to add new items.
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