Hi @Phil Vanderloo
Thank you for posting your question in the Microsoft Q&A forum.
I totally understand how frustration it must be for you. It messes up your workflow and time-consuming.
Let's try with some basic troubleshooting steps.
- Clearing app cache and data in Settings > Application > Outlook
- Reinstalling Outlook or update to the latest version.
- Reset the account in Outlook Settings > Account
Please try let me know if it works for you, if not, we can try another approach.
Thanks for your cooperation.