
Experts In Polo Shirts
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Experts In Polo Shirts
Windows 10 End of Life: What Businesses Need to Know (Uncut)
Windows 10 support ends in October 2025 — but what does that really mean for organisations still running it?
In this uncut episode of Experts in Polo Shirts, Synextra consultants Matt and Chris dive deep into the real-world impact of Windows 10's end of life. From AVD multi-session migration to Windows 11 adoption, extended support costs, and the risks of doing nothing — this is a practical guide for IT leaders, sysadmins, and anyone tasked with upgrading a large estate.
They also explore common upgrade pain points, like legacy applications, FSLogix profiles, group policy rework, and migrating from on-prem file servers to OneDrive or SharePoint. Plus, there’s discussion around tools like Intune, Autopilot, MSIX, App-V, PDQ, and more — and whether Windows 12 is worth waiting for.
📍Longer format. More nuance. More detail.
🎧 Listen in full right here, or search “Experts in Polo Shirts” on your podcast platform of choice for all episodes.
Alternitvly find the cut version on YouTube
Chapters:
0:00 Intro
0:13 History of Windows releases
4:25 What does end of life mean for Windows 10?
11:23 What improvements does Windows 11 bring?
15:06 Staying on Windows 10? How to stay secure
17:42 The upgrade, Windows 10 to 11
20:40 Widows 11 performance
22:21 How will the upgrade affect Azure Virtual Desktop?
29:16 Tips and tools for upgrading to Windows 11
33:47 Windows 12 rumours already?
35:14 Should you upgrade to Windows 11?
38:00 Top tips for upgrading AVD multi-session