Years go by and we continue to see customers still relying on the IIS 6.0 SMTP virtual server feature, which has been out of support for a looong time. To give you an idea just how old this component...
Updated May 19, 2026
Version 1.0
Blog Post
Nice blog article that I’ll keep in mind, but this solution feels more like an afterthought or a workaround rather than leveraging an existing, simpler option. To be honest, it doesn’t really help us move away from legacy SMTP Auth in Microsoft 365.
Most of our customers are SMBs using Business Premium, and they’re not willing to invest in OAuth-enabled SMTP or Azure Communication Services, especially given the long onboarding process for very old legacy applications that can’t be easily migrated.
An Exchange Edge server could have been a viable option, but the licensing is too complex for SMB scenarios. As a result, we’ll likely need to look at third-party solutions.