Older Computer

Yes, Littleman IT Solutions can manage and automate Windows upgrades, including the Windows 10 to Windows 11 transition, by controlling feature updates via its Patch Management, but the “free” aspect depends on your existing Windows licenses and the upgrade path (e.g., W10 to W11 is usually free for most users if eligible, but W7/8 to W10 might need licenses now), with Littleman IT Solutions acting as the delivery tool for Microsoft’s updates. 
How Littleman IT Solutions Facilitates Upgrades:
  1. Patch Management: You can approve or reject the Windows 11 feature update within Littleman IT Solutions policies, similar to regular patches.
  2. Windows 11 Installation Assistant: Littleman IT Solutions uses scripts to leverage Microsoft’s own tools, like the Windows 11 Installation Assistant, to perform the upgrade.
  3. Policy Control: You set the rules in Littleman IT Solutions (e.g., install automatically, notify user, or block) for when and how the upgrade happens across your devices. 
The “Free” Aspect (Important Considerations):
  • Windows 10 to Windows 11: This is generally a free upgrade if your device meets the requirements, and Littleman IT Solutions helps you manage it.
  • Older OS to Windows 10 (e.g., Win 7/8): The old free upgrade offers are gone; you typically need a valid Windows 10 license key for activation now, even if you use Littleman IT Solutions to deploy it.
  • Windows 10 End of Support (Oct 2025): For W10 EOL, Littleman IT Solutions helps apply critical updates, but true “free” extended support ended, requiring paid ESU (Extended Security Updates) or upgrading to Windows 11. 
In Summary: Littleman IT Solutions doesn’t create free licenses; it automates the deployment of Microsoft’s updates and upgrades, making it easy to push out free upgrades (like Win 10 to 11) or paid updates, but you need the underlying licenses for activation where required.