Windows 365: What, Where and Why?

As Windows 365 settles well into its forth year, there have been huge advancements in capability, connection methods, endpoint innovation, and licensing options – with even more expected as Microsoft Ignite approaches next week

In my role, I spend a lot of time talking with clients about Modern Work solutions and where Windows 365 fits within their organisation: how it can be adopted and leveraged for simplicity, security, governance, access & management, contractors, and frontline staff.

This blog walks through many of these themes in my own way, reflecting how we often describe them to clients when shaping strategy and deployment. 

So, what is Windows 365? Windows 365 is a cloud-based software-as-a-service (SaaS) that provides a new type of dedicated Windows virtual machine (Cloud PCs) for your end users. The Cloud PC lets users access their Windows desktop from various devices, including Windows, Web, iOS, and Android etc.

Ways to Connect to Windows 365

Microsoft now highlights three/four primary ways to connect to a Windows 365 Cloud PC: 

  • Via Web Browser (at https://windows365.microsoft.com
    • The fastest way to access and deploy, no installation required (and no plug-ins). 
    • Ideal for occasional access or unmanaged devices and even on home TV.
    • Works across platforms (Windows, macOS, iOS, Android, Linux) with no apps needed.
  • Remote Desktop App  (being deprecated)
    • Full-featured experience with richer integration. 
    • Supports multiple monitors, device redirection, and local resource access. 
    • Best suited for power users who need a seamless desktop feel. 
  • Windows App
    • Unified app for both Azure Virtual Desktop and Windows 365. 
    • Modern interface, simplified management. 
    • Designed for organisations standardising on Microsoft’s evolving app ecosystem. 
  • Windows 365 Link 
    • Microsoft first purpose-built Cloud PC device. 
    • Boots directly to Windows 365 in seconds, with dual 4K monitor support and optimised video conferencing. 
    • Runs a locked-down OS withno local data, apps, or admin rights, reducing attack surface. 
    • Managed via Intune and Entra, with flexible deployment models (IT-driven or user-driven

Each method balances simplicity, performance, and integration differently. The right choice depends on your team’s workflows, devices, and IT governance model. Of course in some situations a mix may be used as per my use example below.

Key Use Cases and Scenarios

  • Contractors or Temporary Staff → Browser access for quick onboarding/offboarding. 
  • Field Workers and Mobile Teams → Remote Desktop app for resilience and performance. 
  • Developers and Power Users :Windows App or Remote Desktop for multi-monitor and GPU acceleration. 
  • Highly Regulated Industries :Browser or Windows 365 Link for locked-down compliance. 
  • Shared Workspaces and Hot‑desking: Windows 365 Link for instant sign‑in and simplified IT. 
  • IT Modernisation Projects: Windows App and Windows 365 Link for different and future‑proof endpoint strategy. 

Cost Optimisation for Frontline and Part‑Time Users

Licensing is just as important as the connection method. Here are ways to reduce costs without compromising experience: 

  • Windows 365 Frontline 
    • Tailored for shift workers, seasonal staff, and part‑time employees. 
    • Licenses are pooled—multiple users can share Cloud PCs across shifts. 
    • Automatic sign‑out ensures Cloud PCs aren’t left idle. 
    • Currently available with a 20% discount for new customers. 
  • Blended Licensing Strategy 
    • Use Enterprise licenses for full‑time staff needing persistent access. 
    • Use Frontline licenses for part‑time or occasional users. 
    • This mix maximises ROI and avoids over‑provisioning. 
  • Bring Your Own PC (BYOPC) 
    • Employees connect securely from their own devices. 
    • Reduces hardware spend—Forrester estimates ~$750 saved per contractor. 
  • Shared Cloud PCs 
    • Provision temporary desktops for contractors or seasonal staff. 
    • Can avoids the cost of dedicated, always‑on Cloud PCs. 
  • Flexible Provisioning 
    • Scale Cloud PCs up or down based on demand (e.g., retail peaks, healthcare shifts). 
    • Prevents wasted spend during quiet periods (remove license or scale down).

Let’s talk ROI….

A common question is naturally, “how can Windows 365 can offer better lower cost of ownership than a PC bearing in mind a device of some sort is needed to access Windows 365 from in the first place”.

So, and again this depends on the scenario, when you look at a 4‑year device lifecycle, Windows 365 can deliver a lower total cost of ownership than a traditional PC – especially in BYOPC or contractor scenarios. Even when the costs are similar, the added benefits in security, agility, and simplified IT management make the Cloud PC model more compelling. For frontline or part‑time staff, the savings are even greater thanks to pooled licensing.

The Forrester report (below) goes into this in more detail.

Strategic Considerations

Beyond user scenarios, IT leaders should weigh: 

  • Security posture: Browser and Link minimise local footprint, while apps offer richer policy enforcement. 
  • Device diversity: Mixed estates (BYOD, macOS, Linux) lean toward browser; standardised estates benefit from apps or Link. 
  • Future roadmap: The Windows App and Windows 365 Link are evolving rapidly—early adoption may simplify long-term management. 
  • Cost efficiency: Frontline licensing and BYOPC strategies can significantly reduce TCO. 

Sources

There are a bunch of great Microsoft and tech community sites that talk about these things in more detail.. I’ve included the URLs below as these go deep into many areas I have covered above.

Windows 365 – How to Choose the Best Connection Method for Your Team 

Windows 365 Link — The First Cloud PC Device 

Windows 365 Link – Deployment Planning, Setup and Enrollment 
   
Windows 365 Documentation (Microsoft Learn) 

Windows 365 Frontline (Official Microsoft Page) 

Forrester TEI Study — The Total Economic Impact of Windows 365 

Windows 365 now 20% cheaper until October 2025

With support for Windows 10 ending on 14th October 2025, Microsoft has introduced a strategic initiative aimed at easing the transition to modern computing environments and to encourage more oganisations to take a look at Windows 365.

They are offering a 20% off for any “new to Windows 365” business customers making it a great time to discover and test drive Windows 365.

What Is Windows 365?

Windows 365 is a 100% cloud-based service that streams a complete and dedicated Windows 11 operating system from the the Microsoft cloud to any device. In doing so, it this offers a modern and simple blend of mobility, security, and productivity. Being a cloud service (think Xbox Gaming) it can work on any internet connected device through a browser or Windows App. There is also a purpose-built Windows 365 Link Device which start shipping this month.

Use Cases for Windows 365

Whether you have contractors, temp staff, support bring your own device or just need to support remote workers better, Windows 365 is a simple, secure and flexible solution that adapts to your environment, your employees and your environment.

Windows 365 can work alongside an existing managed desktop and the subscription also includes Windows 10 Extended Support Updates, meaning if you use it from a Windows 10 device, you are secure and protected whilst you adopt Windows 365 or manage your transition from Windows 10 devices to more modern devices running Windows 11, like the new Surface Pro and Laptops released this week.

Windows 365 ensures that employees have access to a personalised, dedicated Windows desktop, apps, settings, and data with a single and secure login without compromise.

Why the discount counts!

Microsoft’s decision to offer a 20% discount on all Windows 365 subscriptions for first-time customers is a proactive measure to help businesses and individual users make a smooth transition ahead of Windows 10’s end of support. Here’s why the discount is a key opportunity:

  • Cost Efficiency: The discount provides immediate savings on subscription fees, making the switch to a cloud-based solution more budget-friendly. 
  • Enhanced Security: Leaving behind legacy Windows 10 systems means benefiting from next-generation security features built right into Windows 11 and Windows 365.
  • Modern Computing on Any Device: Many businesses face hardware challenges—especially with older systems that do not meet the specification or security requirements of Windows 11 . Windows 365 sidesteps this by delivering a full-featured Windows experience through the cloud whilst providing Windows 10 ESU for the base devices to keep you secure and protected.
  • Seamless Integration: Windows 365 is designed and tested to work effortlessly with your Windows applications and services including Copilot, Microsoft Teams, OneDrive, and other Office apps, Windows 365 ensures a cohesive ecosystem that boosts productivity and collaboration.
  • Flexibility: Windows 365 offers different SKUs for Small Business, Front Line Workers, and Enterprise and comes in different configuration specifications which can be scaled up and down as needed.

Who Can Benefit?

The 20% discount is available exclusively for first-time Windows 365 customers. It is valid for either the duration of the customer’s Enterprise Agreement contract or, for the first year of a CSP subscription.

Transitioning in the Shadow of Windows 10 End of Support

As Microsoft officially phases out support for Windows 10 in October 2025, many organizations are confronted with a pivotal decision: upgrade to newer, more secure systems or continue risking vulnerabilities on an aging operating system. Windows 365 emerges as a robust, cost-effective alternative that not only mitigates these risks but also propels organizations into a more agile and modern operational paradigm. This timely discount is a clarion call to innovate, modernize, and make a daring leap into the future of hybrid computing.

Speak to Cisilion Today

Now is the perfect moment to embrace change and take Windows 365 for a test drive. We can provide guidance, licensing, support, deployment and adoption support to help you transition or pilot Windows 365 and answer any questions you have.

The promotional SKU ends on October 31, 2025,

Windows 365 Link now available for £314

Microsoft’s dedicated mini PC that just runs Windows 365 is now evaulable to from limited distributes for £314 / $350.

I’ve just ordered mine, which should arrive early next week, after being lucky enough to play around with one at Microsoft Ignite in Chicago back in November.

What is Windows 365 Link?

Windows 365 Link is aimed (currently) for commercial / business customers and provides a simple, fast, secure and fast way to connect directly to the Windows 365 cloud service provide access to a dedicated (or shared in the case of front line workers) Windows Cloud, a full persistent Windows desktop in the Cloud. The configuration of these desktop experiences is managed via Intune and the specification of each users Cloud PC is configurable subject to the license allocation for the user.

Windows 365 Link

The Windows 365 service itself as a service is not new however, with it being available through the browser and via the Windows App which is available on Windows, Mac, Android and Apple iOS.

The combination of dedicated device and Windows 365 Cloud Service should make for a simple and more easily manageable experience for IT departments than managing physical fleets of desktops and Laptops while also significantly  reducing the needs of hands on support.

Is Windows 365 Link just a Thin Client?

No. But there is a definately similarity!

Many organisations have used Thin Client devices (such as igel thin clients) that run a virtual Windows desktop (shared or dedicated) from a local or data centre deployed server farm. They can also be used to access Virtual Desktop Infrastructure (VDI) services such as Citrix, VMware and Microsoft Azure Virtual Desktop.

Windows 365 Link is, essentially a modern version of the thin client, but designed especially to run full Cloud PCs from Microsoft’s Windows 365 infrastructure over the Internet. There is not support for VDI infratrautre and won’t even run desktops hosted on Azure Virtual Desktop. It just runs Windows 365 as the name suggests!

The device is small, weights just, and is vesa mountable as you’d expect. It’s also capable of driving multiple displays at 4K resolution.

Thin Client vs Windows 365 Link

Being a purpose built device (it’s not just a generic thin client device) it is built with Microsoft’s commitment to Security. It’s built by the same team that build Surface. It leverages Chip to Cloud security with features including Secure Boot and TPM and also includes Microsoft’s Pluton processor.

The device is designed to boot in seconds, which sounds like a better experience than the thin clients of the past and performance of Windows 365 experience and the office apps (including Teams) has been rigorously tested and performance tuned with the Windows and Microsoft 365 development team.

Windows 365 Link on Dual Screens at 4K

Windows 365 Link has been in a private preview program by over 100 organisation, Microsoft MVPs and internal employees to help refine and perfect the out of box experience, configuration and performance since November

Secure by Design

Windows 365 Link is a dedicated Cloud PC devices that has no local data, doesn’t allow boot to anything other than Windows 365, has no local admin users, and supports the strongest security including passwordless authentication using Microsoft Entra ID and passkeys. This significantly reduced the attack surface.

It also has security locks and vesa mounts for secure and concealed mounting.

Windows 365 Link promotes sustainable computing

Windows 365 Link is built using more than 63% recycled components and materials, has 100% paper-based packaging, is an ENERGY STAR-certified device, and is designed to be long-lasting and repairable. They are super low power too and because Microsoft Cloud is committed to being carbon negative by 2030, the cloud compute they consume is also green and sustainable.

Availability

Windows 365 Link is available now (from April 3rd) in the US, Canada, Australia, UK, Germany, Japan, and New Zealand.

I’ll be doing a hands on review next week when mine arrives!!