Goodbye: Windows Server 2008. Hello: Opportunity!

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The success of the Windows Server 2008 operating system can’t be denied. It became a mainstay with small- and medium-sized businesses across a variety of industries. Around 85% of companies still run Windows Server 2008 due to the server’s proven reliability.

And that’s part of the problem.

What Companies Risk by Sticking with Windows Server 2008

On January 14, 2020, Microsoft will discontinue support for both Windows Server 2008 and Windows Server 2008 R2. The costs and time investment required for upgrades are why so many companies still cling to the program. With the 2020 stop date rapidly approaching, here are the risks of not upgrading:

  1. Extensive Security Vulnerabilities. Once Microsoft stops making regular updates, there will be no further security patches to Windows Server 2008. Continuing to use the operating system without these fixes exposes your important business and customer data to hackers looking to steal data. You could also end up infected with malware designed to take your systems hostage for ransom.
  2. Limited Cloud Compatibility. Not upgrading to a new version of Windows Server limits your options when it comes to expanding your technology platform via cloud technology. Windows Server 2008 isn’t fully capable of providing support for cloud or hybrid environments, which will limit your options on software that is only cloud-based.
  3. Performance Issues. Without regular updates, you’ll see your hardware performance slow down as Windows Server 2008 becomes more and more incompatible with your current hardware and software. Virtualization becomes harder since bugs and slowdowns would severely hamper your ability to provide a smooth multiuser experience.

Upgrading Benefits to Windows Server 2008

Upgrading to Windows Server 2016 provides companies with access to features allowing them to build an IT Infrastructure capable of meeting the demands of today’s digital business space. Imagine not having to hear the words, “Our system can’t handle it,” when a great idea is proposed involving technology that moves the company forward.

Here are some of the advantages gained once a company commits to installing an updated operating system to replace Windows Server 2008.

  1. More Extensive Security Protection. Windows Server 2016 provides companies with the ability to implement either single sign-on or multifactor authentication, allowing for better account protection. All of your virtualization instances receive more security from breach attempts from in and outside of your company.
  2. Expanded Cloud Capabilities. The operating system also adapts smoothly to running in a full or hybrid cloud environment. Windows Server 2016 provides an excellent on-ramp for customers looking to explore what they can do with cloud computing, including incorporating Office 365 into their workplace. The IT department can make cloud services available to individual virtual machines (VMs), which could be deployed with a lot less overhead. 
  3. Built-in Backup Services. Windows Server 2016 provides administrators with an out-of-the-box backup system. Resilient Change Tracking (RCT) allows you to perform both full and incremental backups of your VMs.

Upgrading to Windows Server 2016 allows businesses the freedom to explore software as a service (SaaS) offerings like Adobe, QuickBooks and JIRA. Your employees will appreciate the responsiveness of the new server which enables them to increase their daily output. 

Simplifying the IT Experience

Partnering with an experienced Microsoft partner to handle your Windows Server 2008 upgrade makes it a stress-free experience for your company. Simpleworks prevents your upgrade from getting bogged down in the details and handles the miscellaneous technical issues while keeping you on schedule. 

Simpleworks believes in making IT simple and effective. Our team of professionals confirms that all your processes and hardware function as they should upon completion of the new server installation. When Simpleworks handles your Windows Server upgrade, here’s a few of the many processes we cover:

  • Outlining what your final environment should look like
  • Assessing your server and cataloging everything on your network
  • Backing up your current server environment for possible rollback if you encounter issues during the transition
  • Communicating system downtimes to all affected parties
  • Installing the physical implementation of the upgrade
  • Testing all systems, applications and hardware affected by the update

Don’t continue falling behind on your Windows Server 2008 upgrade. Contact Simpleworks at (719) 476-0444 or online to get your company on track for a brighter technology outlook.

The End is Coming for Windows 7 – Prepare Now!

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Change is never easy when it comes to technology. We all love the familiarity of the software we use, we know the navigation menu and we know the shortcuts which adds to the efficiency of our workday. But, with technology, change is inevitable, and the end of support for Windows 7 is a major change.

If you are one of the 184 million small- to mid-sized businesses still using Windows 7, it’s time to mark the date and start preparing for the transition now.

Mark the date:

January 14, 2020, Microsoft will stop supporting Windows 7.

End-of-Life Explained

Software manufacturers like Microsoft have ever-evolving code in their products. At some point, older versions of software can no longer support the technological advances supported by new solutions. So, the manufacturer moves its focus from an older product to a newer one. This usually involves ending the life of older versions. This is exactly what has happened to the Windows 7 operating system.

What happens when the EOL deadline passes for Windows 7?

  1. No new security updates or patches. This leaves any flaws in the software open for exploitation by hackers.
  2. No more Microsoft support. Without support, if you have a problem, you can’t rely on the manufacturer for help.
  3. Noncompliant with federal regulations. Unsecure software is not compliant with any federal regulation, such as HIPAA and PCI.
  4. Increased risk for your business. Personally identifiable information (PII), confidential data and financial numbers are at risk of theft.
  5. Compatibility issues. Your common line-of-business applications, such as Salesforce, QuickBooks, Office 2016, and Raiser’s Edge, will no longer work with Microsoft 7, leaving you unable to digitally communicate with clients, vendors and partners.

End-of-life issues introduce significant security risks to your organization. If you’re in a regulated industry and still using out-dated software, you’re almost certainly not in compliance with regulations. Further, if you’re still using an older operating system, it’s likely your hardware is dated as well.

Steps to Prepare for Your Windows Upgrade

The time to upgrade is now. If you wait until the end of 2019, you’ll be hard-pressed to find an IT provider with the time to deploy upgraded solutions. Other businesses are already booking-up their schedules.

The least disruptive way to upgrade your organization’s software is to do it in small groups and after-hours so only a few employees are affected as little as possible at one time. This involves a considerable amount of planning. Your IT provider must be able to understand your business tolerance for downtime.

For most small- to medium-sized businesses, the recommended upgrade option is to go from Windows 7 to Windows 10. There is the question of, “Can I upgrade to Windows 8 instead?” Well, unless you like repetitive pain, don’t do it! Windows 8 is next in line for EOL in 2023.

Simplify Your Windows 10 Upgrade  

At Simpleworks, we’ve conducted hundreds of Windows 7 to Windows 10 upgrades and have many lined up throughout 2019. Our team is experienced and certified with Microsoft applications and servers for both the cloud and on-premise solutions, and we have multiple engineers with Microsoft certifications.

The key to a successful and smooth upgrade is to work with an experienced Microsoft IT partner. Here’s a few of the planning tactics we cover to ensure a smooth transition:

  • Document your current technology environment
  • Manage the lifecycle of your hardware
    • Know their age, which are approaching EOL, etc.
  • Plan your budget accordingly
  • Manage user data
  • Backup and verify the restore
  • Stage the rollout in small groups
  • Plan the rollout during off-peak business hours
  • Communicate continuously to the client and team
  • Be available during the rollout process to troubleshoot and provide peace-of-mind

Upgrading and The Cloud

Depending on your business, it may be beneficial to move to the cloud when upgrading Windows 7. Windows 10 is cloud-ready, unlike most older operating systems. And, if you’re already using Office 365, the move is made even easier.

By turning large capital investments into predictable operating expenses, cloud solutions can improve productivity, help your budget and increase the operational maturity of your business.

Upgrading to Windows 10 with Simpleworks

At Simpleworks, we make your upgrades simple. We have proven processes and tools to automate much of the upgrade. After the upgrade, we can push the software and updates your employees need directly to their workstations. The same goes for line-of-business applications. Your business won’t be interrupted for software updates. When you partner with us, we completely handle your technology, including your upgrades and rollouts. If you’d like to learn more about simplifying your IT, contact us here or call us at 719-476-0444.