Using Classic Outlook on Windows for personal email, calendar, and contact management
Hi Gover1 John,
Good day.
Thank you for posting to the Microsoft Community. We are glad to assist.
To help us narrow down the issue you are facing may I know if you want to schedule two meetings at the same time or be able to attend them with the same account? Are you getting an error message when you try to schedule the second meeting, kindly share a detailed screenshot of the error message you are getting. Also kindly share your Outlook version What version of Outlook do I have? - Microsoft Support
We are looking forward to your reply. I appreciate your cooperation.
Best Regards
Community Moderator