Work requires a particular Outlook Add-In, but Outlook wasn’t having it. A bunch of Googling and searching revealed this is because of some esoteric privacy setting that needs to be twiddled.1 Here’s how you fix that:
- File > Options > Trust Center > Trust Center Settings > Privacy Options > Privacy Settings2
- Check the box “Enable optional connected experiences” and “OK”3
- Restart Outlook and you should be able use the “Get Add-Ins” button now
Yay!