Upgrading to Windows Server 2025: Why SMBs Should Move from Older Windows Servers Now
As the Engineering Director at Cortavo, a Managed Service Provider (MSP) dedicated to providing affordable and scalable IT solutions for small and...
2 min read
Team Cortavo
:
Aug 25, 2025 3:40:05 PM
On October 14, 2025, Microsoft will officially end support for Windows 10. That means no more technical assistance, no more security patches, and no more feature updates. If your business still has devices running Windows 10 after this date, you’ll be exposed to increased security risks and potential compliance issues.
This isn’t just a routine software update—it’s a major shift that SMBs should prepare for now.
Even after October 14, your Windows 10 computers will keep working. But without ongoing updates, they’ll quickly become vulnerable to malware, ransomware, and other cyber threats. Plus, Microsoft will no longer provide support if something breaks.
Running an unsupported OS also creates problems for productivity apps. For example, Microsoft 365 apps will lose support on Windows 10 after October 14, 2025, and while they may continue running, Microsoft has already warned that performance and reliability could decline.
Read Microsoft’s official announcement here.
Businesses essentially have three paths forward:
Upgrade to Windows 11
If your PCs meet the minimum system requirements, you can upgrade for free.
This is the simplest way to stay supported and secure.
Replace Older Devices
If your hardware can’t run Windows 11, it may be more cost-effective to replace it.
Modern devices bring better performance, longer lifespans, and stronger security.
Enroll in Extended Security Updates (ESU)
If you need more time, Microsoft will offer paid ESU coverage for Windows 10—but only for up to one additional year.
This is meant as a temporary bridge, not a long-term solution.
For small and mid-sized businesses, delaying this transition can create serious security and compliance risks. Unsupported operating systems are prime targets for cyberattacks, and breaches can lead to downtime, lost data, and reputational harm.
Beyond security, outdated devices slow down employees and drain IT budgets through frequent maintenance costs. Transitioning now ensures a smoother, planned migration instead of a last-minute scramble.
While end-user PCs grab the spotlight, servers are also part of this transition. Many SMBs still run workloads on Windows Server 2012, 2016, or 2019, all of which are at or approaching end-of-life. With Windows Server 2025 on the horizon, upgrading your server infrastructure should be part of your planning.
Check out our blog on upgrading to Windows Server 2025 to see why this move is critical for security, performance, and long-term growth.
At Cortavo, we specialize in helping SMBs navigate these kinds of technology transitions without disruption. Here’s how we support you:
PC Assessments: We’ll evaluate your current Windows 10 devices and recommend the most cost-effective upgrade path.
Migration Planning: From data backup to app compatibility testing, we handle the details so your team stays productive.
Server Upgrades: We align your infrastructure with modern Windows Server standards, ensuring security and scalability.
Ongoing Support: With our all-inclusive IT plans, you’ll always stay ahead of end-of-support deadlines.
One of our clients and ready to plan your transition? Contact us today at clientsuccess@cortavo.com.
Not a Cortavo client yet? Schedule your free IT assessment today and see how we can simplify your technology, strengthen your security, and prepare your business for the future.
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