What’s New in Microsoft: Key Updates and How We’re Helping You Prepare 

At Regroove, we constantly monitor changes that impact our clients’ security, productivity, and overall planning. Microsoft is making several important updates in the coming months, and we want to make sure you stay informed and prepared. Here’s a quick breakdown of what’s coming, and how our team can help you navigate these changes with confidence. 

1. Per-User MFA Retirement (Deadline: September 30, 2025) 

Microsoft has officially announced the retirement of legacy per-user Multifactor Authentication (MFA) authentication method settings, with support ending on September 30, 2025. This move encourages organizations to transition to Entra ID and Conditional Access Policies for modern MFA management and enhanced security. Check out this blog post for a more in-depth look. 

If you still rely on legacy MFA configurations, now is the time to plan your transition. We’ll assess your current setup and guide you to implement a secure, modern MFA strategy that aligns with Microsoft’s best practices.

2. Windows 10 End of Support (Deadline: October 14, 2025) 

One of the most significant updates on the horizon is the end of support for Windows 10, coming October 14, 2025. That may seem like a long way off but in IT planning terms, it’s right around the corner. After this date, Windows 10 devices will no longer receive security updates or technical support, making them vulnerable and non-compliant in many environments. 

We’re already helping clients evaluate their device fleets, plan hardware refreshes, and migrate users to Windows 11 in a structured, low-disruption manner. Whether you’re running Windows 10 across a few laptops or hundreds of desktops, we can tailor a transition strategy to suit your organization’s needs and budget. 

3. Basic Authentication with SMTP (Deadline: April 30, 2026) 

As part of Microsoft’s ongoing security enhancements, basic authentication for SMTP is being deprecated. Support for this legacy method will officially end on April 30, 2026. This means applications or devices using basic authentication (username and password) to send mail will stop working unless updated. 

If you’re unsure whether your printers, scanners, or applications are affected, we can help audit your environment and implement secure alternatives—like OAuth 2.0 or SMTP relay solutions. Acting now ensures you stay ahead of disruptions and maintain secure email functionality. 

Let’s Plan Together 

Change can be challenging—but with the right partner, it’s manageable and even empowering. Fill out the form below if you want further information on how to prepare for these changes, and our team will be in touch.