Modern email is moving away from basic authentication for SMTP. This means email services like Office 365 and Google are recommending to disable basic auth in favor of MS Modern Authorization and Google 2-Step Verification. Unfortunately, ArcGIS Portal does not currently support these authentication types making it impossible to configure email settings for ArcGIS Enterprise. That also means organizations relying on email services with basic authentication disabled cannot enable multifactor authentication in ArcGIS Enterprise, as enabling MFA requires email be configured for Portal.