Microsoft Flags Need to Upgrade PowerShell Scripts to Use TLS 1.2

Microsoft is removing TLS 1.0 and 1.1 from Microsoft 365. This has been well flagged, but tenants might not understand the impact on PowerShell scripts which send email using the Send-MailMessage cmdlet and SMTP AUTH. In a nutshell, unless you force PowerShell to use TLS 1.2, attempts to send messages via Exchange Online will fail. It’s time to check those scripts and ,consider how to move away from SMTP AUTH and Send-MailMessage.

SMTP AUTH Exception Smoothens Path to Removal of Basic Auth in Exchange Online

Last week’s announcement that Exchange Online will block basic authentication for multiple protocols on October 1, 2022, got some attention. Now the hard choices of what to do with clients and applications need to be made. To smoothen the path to remove basic authentication, Microsoft is making an exception for SMTP AUTH. Your scripts and multi-function devices will keep working after October 2022, but the writing is on the wall and eventually even SMTP AUTH will stop working.

Microsoft Pushes Removal of Basic Authentication from Exchange Online to Mid-2021

Covid-19 dealt a blow to Microsoft’s plans to remove basic authentication from 5 connection protocols for Exchange Online and forced them to postpone the removal from October 13, 2020 to sometime in the second quarter of 2021. The news is disappointing because basic authentication is a weakness exploited by many hackers. But you can’t plan for a pandemic and Office 365 tenants need more time to be ready for the deprecation.

Why Basic Authentication for Exchange Online is So Bad

Some doubt that Exchange Online will disable basic authentication for five email connection protocols in October 2020. The refrain is that it will be too hard for customers. Well, it might be hard to prepare to eliminate basic authentication, but if you don’t, your Office 365 tenant will be increasingly threatened by attacks that exploit known weaknesses.