On January 14, 2020, support for Windows Server 2008 and 2008 R2 will end. That means the end of regular security updates. Don’t let your infrastructure and applications go unprotected. We’re here to help you migrate to current versions for greater security, performance and innovation. There are two modernization paths available to upgrade Small Business Server 2008: On-premises upgrade, or migration by rehosting in Azure.
Windows Server 2008 to Microsoft® Azure Migration
End of support for 2008 servers is coming soon. Migrate your Windows Server and SQL Server applications to Azure.
Security and compliance
Strengthen your security posture and help meet compliance requirements with the most compliance certifications of any cloud provider. Counter sophisticated cyberthreats with our secure cloud foundation.
Thousands of critical business applications around the world – perhaps yours among them – run on SQL Server and Windows Server 2008 and 2008 R2.
Starting in 2019, those versions will face security and compliance risks when support ends. Organizations that run SQL Server and Windows Server without regular security updates are more vulnerable to cyberattacks that could expose customer and business data to theft, damage trust, and erode confidence.
Take steps now to safeguard your environment and help prevent data breaches and legal penalties. When you run current versions of software, you benefit from the latest security, performance, and innovation features, as well as regular security updates.
Reduce your infrastructure costs with free extended security updates, the Azure Hybrid Benefit, and optimized infrastructure. Save up to $750K when you move 100 2008 servers to Azure.
Embrace the tools in Azure to modernize your applications. Focus on business innovation with fully managed services like Azure IaaS, Azure SQL Database, and Azure App Service.
On-premises Windows Server 2008 Upgrade
If you need to keep your servers on-premises, and you are running Windows Server 2008 or Windows Server 2008 R2, you will need to upgrade to Windows Server 2012/2012 R2 before you can upgrade to Windows Server 2016. As you upgrade, you still have the option to migrate to Azure by rehosting.
As you are planning your Server 2008 upgrade, be aware of the following guidelines for the middle step of upgrading to Windows Server 2012 R2.
- You can’t do an in-place upgrade from a 32-bit to 64-bit architectures or from one build type to another (fre to chk, for example).
- You can’t do an in-place upgrade from a 32-bit to 64-bit architectures or from one build type In-place upgrades are only supported in the same language. You can’t upgrade from one language to another.o another (fre to chk, for example).
- You can’t migrate from a Windows Server 2008 server core installation to Windows Server 2012 R2 with the Server GUI (called “Server with Full Desktop” in Windows Server). You can switch your upgraded server core installation to Server with Full Desktop, but only on Windows Server 2012 R2. Windows Server 2016 and later do not support switching from server core to Full Desktop, so make that switch before you upgrade to Windows Server 2016.
How can Shoreline Technology Solutions help upgrade my Windows Server 2008?
When it comes to upgrading Small Business Server 2008, our techs can help your business assess, migrate, and optimize your upgrade.
- Assess – Identify and inventory your apps and server roles running on Windows Server 2008 and 2008 R2. Analyze each workload to determine the best path—migrate to Azure or upgrade on-premises.
- Migrate – Make the move—migrate your virtual machines to Azure or upgrade to the latest version of Windows Server.
- Optimize – Fine-tune your resources to optimize costs, manage resources, and strengthen security and compliance across hybrid workloads.
Contact us today to learn how our small business server 2008 modernization paths can help protect your business. We also support Windows Small Business Server 2011 Upgrades.
Additional Windows Server 2008 Upgrade resources:
- Windows Server 2008 End of Support: Just the Facts (Video)
- Windows Server 2008 End of Support: Risk of Cyber Attack (Video)
- Windows Server 2008 End of Support: Improve IT Efficiency (Video)
- Windows Server 2008 End of Support: Cloud Alternatives? (Video)
About Shoreline Technology Solutions
Founded by Mark Kolean in the late 1990s, Shoreline Technology Solutions started primarily as a break-fix IT service. As the business evolved, STS transitioned, becoming a versatile managed services provider for small to medium-size businesses with 5 to 50 users.
In addition to offering server disaster recovery and other break-fix services, STS also provides business computer sales, offsite cloud-based data backup, network design and management as well as customer-focused IT support.