In February, we explained what Microsoft’s decision to end Windows 10 support on 14 October 2025 means for businesses (read our full article here). Now, with just 20 days left, the deadline is no longer on the horizon — it’s almost here.

Upgrade to Windows 11: The Smart Move

Windows 11 is Microsoft’s most secure and future-ready operating system, offering:

• Enhanced protection against modern cyber threats.

• AI-powered productivity tools like Copilot.

• Improved performance and a modern interface.

• Long-term support and compatibility with the latest business applications.

Upgrading ensures your systems remain secure, supported, and ready for the future — but what should you do if you genuinely can’t afford to upgrade before the deadline?

Need More Time? Extended Security Updates (ESU) Can Help

We know that upgrading to Windows 11 as soon as possible is the safest and most future-proof option, but we also understand that this isn’t feasible for every business. IT budgets, hardware refresh cycles, or timing constraints can make an immediate upgrade difficult. If you’re not ready to move right away, Extended Security Updates (ESU) can provide short-term protection while you plan your transition.

Microsoft’s ESU provides essential security updates for up to three years but doesn’t include new features or performance fixes. At Black Sheep Support, we offer ESU at better-than-retail pricing — for example, Year One commercial cover (2025–2026) is just £53.65 per device, compared to the standard £58. It’s an affordable way to safeguard your business if you need a little breathing space before moving to Windows 11.

Our Recommendation

The sooner you upgrade to Windows 11, the better — your IT environment will be more secure, future-proof, and cost-efficient. However, if you do need extra time, our discounted Extended Security Updates (ESU) options provide a safe and affordable way to bridge the gap while you:

• Audit your current devices

• Plan a hardware refresh cycle

• Spread out your IT budget

While we keep you protected with a year of Extended Security Updates (ESU), we can also help you budget and create a tailored upgrade plan that fits your business needs. This ensures your business remains protected until you’re ready to complete the upgrade.

Your Next Steps: Upgrade or ESU

Back in February, the Windows 10 end-of-life date felt far away. Now, it’s only a few days away — and waiting until the last minute could mean:

• Higher migration costs.

• Limited availability of compatible hardware.

• Increased exposure to cyber threats.

The best move is still to upgrade to Windows 11 now. But if you can’t, we’ll help you stay secure with ESU until you’re ready.

Book a discovery call with Black Sheep Support today to plan your Windows 11 roadmap — and, if you need it, secure affordable ESU cover in the meantime. No matter your timeline or budget, we’re here to support you through your upgrade to Windows 11.