i can't help you with the SMTP option, but the outlook error is typical of trying to use a version of outlook that isn't compatible with your version of FileMaker.
The two applications need to both be 64 bit or both 32 bit versions.
Thanks for the tip. We just updated the filemaker and I know we chose 65 bit. Do you know how to check which outlook version I am using?
i found it. 32 bit. updating now. hopefully that will help