How to make Outlook Calendar reminders stay on top in Windows

For Office 365 subscribers, this feature is available if you are on Version 1804 (Build 9226.2114) or higher.

You can set up Outlook to display your reminder window on top of other programs you're working in.

  1. Select File > Options > Advanced.

  2. In the Reminders section, check the box marked Show reminders on top of other windows.

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  1. Click OK.

Reference: Set or remove reminders


I'm using AutoHotKey to do this. Because I have other events that I am monitoring I added this to my AHK script.

Adding this into my initialization

;Monitor Outlook Reminder window, restore and bring to the Top every ~4 minutes.
OutlookRemndrs_Init:
SetTimer, OutlookRemndrs_OnTop, 380000

And Adding this afterward

OutlookRemndrs_OnTop:
    SetTitleMatchMode 2
    WinSet, AlwaysOnTop, on, Reminder
    WinRestore, Reminder
    return

This is to add my two cents to question 251963 . Specific thanks to Eric L (user 10788)