Hi bigandyb1986,
Before moving on, I would like to clarify following questions:
1. Which plan you are using currently? (Office 365 Small business plan or Others)
2. Which software popped up the error message that you mentioned above? (Outlook or Others)
In addition, I will appreciate if some screenshots of the error message on the second computer can be provided.
You can click Use rich formatting and upload the screenshot through the button below:
(Please hide the personal information on the screenshot)
Thanks,
Wilfred Ying