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7 Tips for Migrating to Windows 10

Windows 10's 25% Market Share: What's Slowing Down the Other 75%?
Rex McMillan

According to published stats, Windows 10 now has about 25% market share, or about 400 million users. After Microsoft quit its free Windows 10 upgrade program in July 2016, a year after its release date, understandably, the adoption rate slowed down. While Microsoft continues to court enterprise adoption with enticements such as its ‘Insider' program for business; a 90-day free evaluation and the recently released ‘Creators Update' aimed at supporting the mixed reality/graphical universe, the reality is Windows 10 simply isn't popular. Some of the key barriers are the confusing nomenclature for branch upgrades, its multiple versions - 1507, 1511 and 1607, and now Creators Update – and concerns over whether migration can occur without costly loss in productivity.

That being said, Microsoft is expected to essentially wind down Windows 7 support by 2020 so inevitably Windows 10 will be on the IT task list. It would be beneficial, now, to examine some of the issues relating to migrating to Windows 10 OS and how these pain points can be alleviated and addressed.

Here are 7 practices that are key to facilitating migration:

1. Ensuring Performance

Before switching to Windows 10, make sure IT can preserve all the tools critical to applications, so performance is not compromised. IT needs to create a check list of "must haves" that employees need for productivity. Applications, packages, utilities, websites, and virtualized apps are some of the likely categories and items.

Even if the OS and applications are working properly, end users can become unproductive if the environment isn't properly customized. By capturing the user's profile settings before the upgrade, IT can ensure that the environment will be familiar and functional. For example, the user's local printer must have the correct drivers installed and configured. If not, the user will have to do it or create a help desk ticket.

2. Expediting Customization

IT will want to minimize the time and cost of customizing application packages during the OS switchover. Where possible, automation can be used to efficiently configure applications based on the destination OS. IT staff can also elevate user privileges dynamically to enable users to install certain application packages that are not security risk-sensitive. To further promote productivity, IT can automate communication so users can have input on when to schedule changes to their machine.

3. Effectively Managing Patches

To optimize enterprise security, it is necessary to have a solid patch management plan in place before migration, and to stay on schedule as these updates occur. This is critical since Windows 10 has a rolling calendar of feature updates and servicing branch upgrade releases, one of the main complexities that has added to OS migration fears. Since some of these branches are only supported for months, IT must execute feature updates as they become available in order to mitigate risk.

4. Choosing Windows 10 Branches

The Windows 10 Current Branch for Business is considered to be the optimum choice. IT teams just switching to Windows 10 will have the Current Branch 1607. However, with the release of Creators Update, one can assume another CBB. While Windows 10 also has a Long Term Servicing Branch, it has limitations such as no access to Edge.

To add to the mix, Windows 10 1507 will cease in May. This closing means if an enterprise is on the original Windows 10 branch, it will need to move to the CB or CBB before the end date or stop receiving updates. Windows Vista will cease in April as well and Office 2007 in September 2017.

5. Protecting Data

It isn't uncommon for end users to be told to back up their data on external devices before OS migration and then restore it afterwards. Whether the data is sensitive financial information, healthcare patient files, or intellectual property on local drives, leveraging external devices is fraught with danger. There are better alternatives to backing up to local devices manually. Consider a migration solution that can accommodate encrypted devices and also data stored on devices by multiple users.

6. Maintaining Security Beyond OS

In addition to Windows 10 patch management, IT needs to look at its third-party app assets, antivirus definitions and other risk factors to strengthen security across the enterprise.

7. Facilitating DevOps

Security is paramount these days but solutions should not hamper DevOps performance. IT can consider technology such as an advanced API stack designed to integrate with security solutions, SIEM, vulnerability scanners and orchestrators. This can help bridge the gap between security and operations and support, rather than hinder, DevOps success.

Enterprises on the cusp of migrating to Windows 10 will protect performance and ensure data protection and security during the switch if they first consider implementing a seven-point plan to counter the complexity of Windows 10's various branches, updates and changing calendar of when they are retiring old versions, or rolling out new ones.

Microsoft's unexpected cancellation of February's "Patch Tuesday" updates is another indication that IT has to stay continuously proactive and follow a patch management plan that provides the most secure OS possible.

The Latest

Like most digital transformation shifts, organizations often prioritize productivity and leave security and observability to keep pace. This usually translates to both the mass implementation of new technology and fragmented monitoring and observability (M&O) tooling. In the era of AI and varied cloud architecture, a disparate observability function can be dangerous. IT teams will lack a complete picture of their IT environment, making it harder to diagnose issues while slowing down mean time to resolve (MTTR). In fact, according to recent data from the SolarWinds State of Monitoring & Observability Report, 77% of IT personnel said the lack of visibility across their on-prem and cloud architecture was an issue ...

In MEAN TIME TO INSIGHT Episode 23, Shamus McGillicuddy, VP of Research, Network Infrastructure and Operations, at EMA discusses the NetOps labor shortage ... 

Technology management is evolving, and in turn, so is the scope of FinOps. The FinOps Foundation recently updated their mission statement from "advancing the people who manage the value of cloud" to "advancing the people who manage the value of technology." This seemingly small change solidifies a larger evolution: FinOps practitioners have organically expanded to be focused on more than just cloud cost optimization. Today, FinOps teams are largely — and quickly — expanding their job descriptions, evolving into a critical function for managing the full value of technology ...

Enterprises are under pressure to scale AI quickly. Yet despite considerable investment, adoption continues to stall. One of the most overlooked reasons is vendor sprawl ... In reality, no organization deliberately sets out to create sprawling vendor ecosystems. More often, complexity accumulates over time through well-intentioned initiatives, such as enterprise-wide digital transformation efforts, point solutions, or decentralized sourcing strategies ...

Nearly every conversation about AI eventually circles back to compute. GPUs dominate the headlines while cloud platforms compete for workloads and model benchmarks drive investment decisions. But underneath that noise, a quieter infrastructure challenge is taking shape. The real bottleneck in enterprise AI is not processing power, it is the ability to store, manage and retrieve the relentless volumes of data that AI systems generate, consume and multiply ...

The 2026 Observability Survey from Grafana Labs paints a vivid picture of an industry maturing fast, where AI is welcomed with careful conditions, SaaS economics are reshaping spending decisions, complexity remains a defining challenge, and open standards continue to underpin it all ...

The observability industry has an evolving relationship with AI. We're not skeptics, but it's clear that trust in AI must be earned ... In Grafana Labs' annual Observability Survey, 92% said they see real value in AI surfacing anomalies before they cause downtime. Another 91% endorsed AI for forecasting and root cause analysis. So while the demand is there, customers need it to be trustworthy, as the survey also found that the practitioners most enthusiastic about AI are also the most insistent on explainability ...

In the modern enterprise, the conversation around AI has moved past skepticism toward a stage of active adoption. According to our 2026 State of IT Trends Report: The Human Side of Autonomous AI, nearly 90% of IT professionals view AI as a net positive, and this optimism is well-founded. We are seeing agentic AI move beyond simple automation to actively streamlining complex data insights and eliminating the manual toil that has long hindered innovation. However, as we integrate these autonomous agents into our ecosystems, the fundamental DNA of the IT role is evolving ...

AI workloads require an enormous amount of computing power ... What's also becoming abundantly clear is just how quickly AI's computing needs are leading to enterprise systems failure. According to Cockroach Labs' State of AI Infrastructure 2026 report, enterprise systems are much closer to failure than their organizations realize. The report ... suggests AI scale could cause widespread failures in as little as one year — making it a clear risk for business performance and reliability.

The quietest week your engineering team has ever had might also be its best. No alarms going off. No escalations. No frantic Teams or Slack threads at 2 a.m. Everything humming along exactly as it should. And somewhere in a leadership meeting, someone looks at the metrics dashboard, sees a flat line of incidents and says: "Seems like things are pretty calm over there. Do we really need all those people?" ... I've spent many years in engineering, and this pattern keeps repeating ...

7 Tips for Migrating to Windows 10

Windows 10's 25% Market Share: What's Slowing Down the Other 75%?
Rex McMillan

According to published stats, Windows 10 now has about 25% market share, or about 400 million users. After Microsoft quit its free Windows 10 upgrade program in July 2016, a year after its release date, understandably, the adoption rate slowed down. While Microsoft continues to court enterprise adoption with enticements such as its ‘Insider' program for business; a 90-day free evaluation and the recently released ‘Creators Update' aimed at supporting the mixed reality/graphical universe, the reality is Windows 10 simply isn't popular. Some of the key barriers are the confusing nomenclature for branch upgrades, its multiple versions - 1507, 1511 and 1607, and now Creators Update – and concerns over whether migration can occur without costly loss in productivity.

That being said, Microsoft is expected to essentially wind down Windows 7 support by 2020 so inevitably Windows 10 will be on the IT task list. It would be beneficial, now, to examine some of the issues relating to migrating to Windows 10 OS and how these pain points can be alleviated and addressed.

Here are 7 practices that are key to facilitating migration:

1. Ensuring Performance

Before switching to Windows 10, make sure IT can preserve all the tools critical to applications, so performance is not compromised. IT needs to create a check list of "must haves" that employees need for productivity. Applications, packages, utilities, websites, and virtualized apps are some of the likely categories and items.

Even if the OS and applications are working properly, end users can become unproductive if the environment isn't properly customized. By capturing the user's profile settings before the upgrade, IT can ensure that the environment will be familiar and functional. For example, the user's local printer must have the correct drivers installed and configured. If not, the user will have to do it or create a help desk ticket.

2. Expediting Customization

IT will want to minimize the time and cost of customizing application packages during the OS switchover. Where possible, automation can be used to efficiently configure applications based on the destination OS. IT staff can also elevate user privileges dynamically to enable users to install certain application packages that are not security risk-sensitive. To further promote productivity, IT can automate communication so users can have input on when to schedule changes to their machine.

3. Effectively Managing Patches

To optimize enterprise security, it is necessary to have a solid patch management plan in place before migration, and to stay on schedule as these updates occur. This is critical since Windows 10 has a rolling calendar of feature updates and servicing branch upgrade releases, one of the main complexities that has added to OS migration fears. Since some of these branches are only supported for months, IT must execute feature updates as they become available in order to mitigate risk.

4. Choosing Windows 10 Branches

The Windows 10 Current Branch for Business is considered to be the optimum choice. IT teams just switching to Windows 10 will have the Current Branch 1607. However, with the release of Creators Update, one can assume another CBB. While Windows 10 also has a Long Term Servicing Branch, it has limitations such as no access to Edge.

To add to the mix, Windows 10 1507 will cease in May. This closing means if an enterprise is on the original Windows 10 branch, it will need to move to the CB or CBB before the end date or stop receiving updates. Windows Vista will cease in April as well and Office 2007 in September 2017.

5. Protecting Data

It isn't uncommon for end users to be told to back up their data on external devices before OS migration and then restore it afterwards. Whether the data is sensitive financial information, healthcare patient files, or intellectual property on local drives, leveraging external devices is fraught with danger. There are better alternatives to backing up to local devices manually. Consider a migration solution that can accommodate encrypted devices and also data stored on devices by multiple users.

6. Maintaining Security Beyond OS

In addition to Windows 10 patch management, IT needs to look at its third-party app assets, antivirus definitions and other risk factors to strengthen security across the enterprise.

7. Facilitating DevOps

Security is paramount these days but solutions should not hamper DevOps performance. IT can consider technology such as an advanced API stack designed to integrate with security solutions, SIEM, vulnerability scanners and orchestrators. This can help bridge the gap between security and operations and support, rather than hinder, DevOps success.

Enterprises on the cusp of migrating to Windows 10 will protect performance and ensure data protection and security during the switch if they first consider implementing a seven-point plan to counter the complexity of Windows 10's various branches, updates and changing calendar of when they are retiring old versions, or rolling out new ones.

Microsoft's unexpected cancellation of February's "Patch Tuesday" updates is another indication that IT has to stay continuously proactive and follow a patch management plan that provides the most secure OS possible.

The Latest

Like most digital transformation shifts, organizations often prioritize productivity and leave security and observability to keep pace. This usually translates to both the mass implementation of new technology and fragmented monitoring and observability (M&O) tooling. In the era of AI and varied cloud architecture, a disparate observability function can be dangerous. IT teams will lack a complete picture of their IT environment, making it harder to diagnose issues while slowing down mean time to resolve (MTTR). In fact, according to recent data from the SolarWinds State of Monitoring & Observability Report, 77% of IT personnel said the lack of visibility across their on-prem and cloud architecture was an issue ...

In MEAN TIME TO INSIGHT Episode 23, Shamus McGillicuddy, VP of Research, Network Infrastructure and Operations, at EMA discusses the NetOps labor shortage ... 

Technology management is evolving, and in turn, so is the scope of FinOps. The FinOps Foundation recently updated their mission statement from "advancing the people who manage the value of cloud" to "advancing the people who manage the value of technology." This seemingly small change solidifies a larger evolution: FinOps practitioners have organically expanded to be focused on more than just cloud cost optimization. Today, FinOps teams are largely — and quickly — expanding their job descriptions, evolving into a critical function for managing the full value of technology ...

Enterprises are under pressure to scale AI quickly. Yet despite considerable investment, adoption continues to stall. One of the most overlooked reasons is vendor sprawl ... In reality, no organization deliberately sets out to create sprawling vendor ecosystems. More often, complexity accumulates over time through well-intentioned initiatives, such as enterprise-wide digital transformation efforts, point solutions, or decentralized sourcing strategies ...

Nearly every conversation about AI eventually circles back to compute. GPUs dominate the headlines while cloud platforms compete for workloads and model benchmarks drive investment decisions. But underneath that noise, a quieter infrastructure challenge is taking shape. The real bottleneck in enterprise AI is not processing power, it is the ability to store, manage and retrieve the relentless volumes of data that AI systems generate, consume and multiply ...

The 2026 Observability Survey from Grafana Labs paints a vivid picture of an industry maturing fast, where AI is welcomed with careful conditions, SaaS economics are reshaping spending decisions, complexity remains a defining challenge, and open standards continue to underpin it all ...

The observability industry has an evolving relationship with AI. We're not skeptics, but it's clear that trust in AI must be earned ... In Grafana Labs' annual Observability Survey, 92% said they see real value in AI surfacing anomalies before they cause downtime. Another 91% endorsed AI for forecasting and root cause analysis. So while the demand is there, customers need it to be trustworthy, as the survey also found that the practitioners most enthusiastic about AI are also the most insistent on explainability ...

In the modern enterprise, the conversation around AI has moved past skepticism toward a stage of active adoption. According to our 2026 State of IT Trends Report: The Human Side of Autonomous AI, nearly 90% of IT professionals view AI as a net positive, and this optimism is well-founded. We are seeing agentic AI move beyond simple automation to actively streamlining complex data insights and eliminating the manual toil that has long hindered innovation. However, as we integrate these autonomous agents into our ecosystems, the fundamental DNA of the IT role is evolving ...

AI workloads require an enormous amount of computing power ... What's also becoming abundantly clear is just how quickly AI's computing needs are leading to enterprise systems failure. According to Cockroach Labs' State of AI Infrastructure 2026 report, enterprise systems are much closer to failure than their organizations realize. The report ... suggests AI scale could cause widespread failures in as little as one year — making it a clear risk for business performance and reliability.

The quietest week your engineering team has ever had might also be its best. No alarms going off. No escalations. No frantic Teams or Slack threads at 2 a.m. Everything humming along exactly as it should. And somewhere in a leadership meeting, someone looks at the metrics dashboard, sees a flat line of incidents and says: "Seems like things are pretty calm over there. Do we really need all those people?" ... I've spent many years in engineering, and this pattern keeps repeating ...