Hi Ivan Khatchatourian,
Thank you for connecting with us in the Microsoft community.
Before moving forward, could you please allow me to collect below information to narrow down your scenario?
- As you mentioned "As of the last week or two only, when I have Outlook open in my browser (Chrome on my Mac)", may I please just re-confirm are you getting this similar behavior in different web browsers?
- One more thing, if possible, could you please share with me small screen recording so that I can also double check few kind of behavior based on the screen recording you provide in private message?
Initially, I asked for some information as I couldn't find the above some requested information in your case description so that we can both understand some more specific scenario for your current situation.
If you share the information requested above, it will help us for additional inquiries.
Please note that my initial response may not resolve your current situation immediately. However, with your help and more detailed information, we can work together to find a specific direction for your current situation.
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Note: Due to forum policy and to protect sensitive information, please share with me the information requested above under "View Private Messages".
Here are the steps to open "View Private Messages":
To view private messaging options> sign in to Microsoft Community, use the email account where you posted this thread information in Microsoft Community, > click your profile picture in the upper-right corner > select the My Profile option.

I'll wait for your next update on this in a private message. I will give you more information accordingly.
Your valuable cooperation will be greatly appreciated in the community.
Have a great day.
Sincerely
Vaidya Darpan