Platform: Apple Mac Product: Outlook 2016 for Mac connected to 365 (Exchange).How to create a custom rule for Outlook automatic replies. Outlook's out-of-office messages feature is only available in Office 365 Business and Exchange. There are several ways to customize and set Outlook out-of-office replies, based on message senders and date ranges.Note: This tutorial is for Outlook 2016 for Windows users with either accounts.