entrustIT Insights

What is Windows Autopilot and how does it work?

Written by Tom Dodd | Feb 2, 2026 12:30:00 PM

Windows Autopilot is a cloud-based service within Microsoft Intune that enables organisations to set up, configure, and deploy Windows devices automatically, without the need for traditional imaging or manual IT intervention.

Windows Autopilot is designed to simplify and standardise the provisioning of Windows devices, particularly in modern, cloud-first environments. Rather than IT teams manually building laptops before issuing them to users, Autopilot allows devices to be shipped directly from the manufacturer or reseller to the end user and configured automatically when first powered on.

For IT Managers, Autopilot addresses a long-standing challenge: how to deploy devices securely, consistently, and at scale, while reducing operational overhead. For business leaders, it supports faster onboarding, reduced deployment costs, and a better employee experience.

At its core, Autopilot shifts device provisioning from an IT-led, location-dependent process to a user-driven, cloud-managed one.

How Does Windows Autopilot Work?

Windows Autopilot relies on Azure Active Directory (Azure AD), Microsoft Intune, and predefined configuration profiles.

The process typically works as follows:

  1. Device registration
    The hardware ID of a new Windows device is registered with Windows Autopilot. This is usually handled by the device supplier or an MSP, though it can be done manually if required.

  2. Profile assignment
    An Autopilot deployment profile is assigned to the device. This profile defines how the device should be configured, including:

    • Azure AD join or hybrid join

    • User-driven or self-deploying mode

    • Branding and setup screens

    • Whether the user has local admin rights

  3. User sign-in
    When the user turns on the device and connects to the internet, Windows recognises it as an Autopilot device. The user signs in using their corporate credentials.

  4. Automatic configuration
    The device automatically:

    • Joins Azure AD

    • Enrols into Intune

    • Applies security policies

    • Installs applications

    • Configures settings based on organisational standards

From the user’s perspective, this feels like a guided setup experience. From IT’s perspective, it is a controlled, repeatable, and auditable deployment process.

What Microsoft Licences Are Required?

Windows Autopilot itself does not carry a separate licence cost, but it depends on other Microsoft services.

At a minimum, organisations typically require:

  • Microsoft Intune (or Microsoft Endpoint Manager)

  • Azure Active Directory Premium P1

  • Windows 10 or Windows 11 Pro, Education, or Enterprise

In practice, most organisations access Autopilot via bundled licences, such as:

  • Microsoft 365 Business Premium – common for SMEs

  • Microsoft 365 E3 or E5 – common for larger organisations

For IT leaders, the key consideration is not whether Autopilot is “free”, but whether the existing Microsoft licensing stack already supports modern device management. In many cases, it does.

What Are the Benefits of Windows Autopilot?

Windows Autopilot delivers benefits across IT operations, security, and the end-user experience.

Operational efficiency
IT teams no longer need to image devices manually, reducing deployment time from hours to minutes. This is particularly valuable for remote or hybrid workforces.

Consistent security posture
Devices are configured according to policy from first boot, ensuring encryption, conditional access, and compliance settings are applied immediately.

Improved onboarding experience
New starters can receive a device directly at home and be productive on day one, without waiting for IT setup.

Scalability and standardisation
Autopilot enables repeatable deployments at scale, making it easier to support growth, acquisitions, or refresh cycles.

Reduced total cost of ownership
Less hands-on IT time, fewer configuration errors, and simpler logistics contribute to lower long-term support costs.

Why Partner with an MSP for Windows Autopilot?

While Windows Autopilot is powerful, its effectiveness depends heavily on correct design, integration, and ongoing management. Poorly configured Autopilot deployments can lead to inconsistent builds, security gaps, or frustrated users.

Partnering with a Managed Service Provider (MSP) brings several advantages:

  • Proven Autopilot and Intune design aligned to best practice

  • Integration with identity, security, and endpoint management strategies

  • Automation of device registration with suppliers

  • Ongoing optimisation as Microsoft features evolve

  • Reduced risk during rollout and refresh programmes

For IT Managers, an MSP acts as a force multiplier, accelerating adoption while reducing complexity. For business leaders, it ensures the investment in Microsoft 365 delivers measurable operational and security outcomes.