I have an Access 365 application which uses Chilkat API to send SMTP email. Works fine on my Dell XPS Windows 10 box. This API sends HTTP request using my Gmail ID and app password created in Gmail for that purpose.



Now I'm upgrading to MacBook Air M3 and running Windows 11 ARM under Parallels, which is a Microsoft-approved solution.

When I run the program on the virtual PC, I get a response from the HTTP request indicating success. But I never receive the email. I tried revoking the app password and creating a new one. Using the new app password, again it works fine on the Windows 10 PC and I receive the emails fine. But on the Windows 11 ARM "PC", I never receive the email, despite a successful response to the HTTP request.

Any ideas why this is happening, or how to resolve?