Always On VPN and Azure VPN Gateway SSTP Protocol Retirement

The Azure VPN gateway has been an option for supporting Microsoft Always On VPN client connections for organizations moving resources to the cloud. Today, Azure VPN gateway supports Internet Key Exchange version 2 (IKEv2), OpenVPN, and Secure Socket Tunneling Protocol (SSTP), although SSTP support has long been limited in scope and scalability. However, Microsoft recently indicated that some important changes are coming soon that will affect VPN protocol support on the Azure VPN gateway.

SSTP and Azure VPN Gateway

Microsoft has announced plans to deprecate and eventually remove support for SSTP on the Azure VPN gateway.

Key Dates

Here is Microsoft’s timeline for retiring SSTP for VPN connections.

  • March 31, 2026 – SSTP can no longer be enabled on new or existing gateways
  • March 31, 2027 – Existing SSTP connections will stop functioning

SSTP: Second Class Citizen

The retirement of SSTP for Azure VPN gateway should not have a significant impact on Always On VPN deployments. Support for SSTP on Azure VPN gateway has always been limited, making it a less viable option for most Always On VPN deployments. SSTP connections are capped at 128 concurrent connections (256 in active-active mode), regardless of gateway SKU. Additionally, Azure VPN gateway does not support simultaneous user and device tunnels, further limiting its usefulness in modern Always On VPN designs.

Plan Migration Now

If you are using Azure VPN gateway to support Always On VPN client connections, now is the time to begin planning a migration to IKEv2, which offers better scalability and native Always On VPN support. Alternatively, consider Windows Server RRAS in Azure, a third-party VPN solution, or Entra Private Access if Azure VPN gateway no longer meets your requirements.

More Information

For official guidance, see SSTP Protocol Retirement and Connections Migration. If you’re unsure how this change affects your Always On VPN deployment, or you would like help planning a migration, this is a good time to review your design and roadmap. Fill out the form below, and I’ll provide you with more information.

Additional Information

SSTP Protocol Retirement and Connections Migration

Considerations for Always On VPN with Azure VPN Gateway and Virtual WAN

Windows Server RRAS in Microsoft Azure

Microsoft Entra Private Access

Always On VPN DPC Commercial Support

The Always On VPN Dynamic Profile Configurator (DPC) is a free, open-source solution that helps administrators deploy and manage Always On VPN client configuration settings using Active Directory, Group Policy, or Microsoft Intune. Since version 5.0, DPC has been publicly available and widely adopted. Until now, support has been limited to the community Discord channel. Many organizations, however, require formal support before they can deploy software, even open-source solutions. To meet this need, Leo D’Arcy and I are now offering a commercial support option for DPC.

Why Commercial Support Matters

Enterprises rely on accountability and timely assistance to ensure business-critical services run smoothly. Open source provides flexibility and cost savings, but it often lacks the reliability guarantees companies require. Commercial support bridges that gap—delivering confidence, faster resolutions, and compliance with internal support standards.

Customer Success Story

A UK National Health Service (NHS) Trust, an early customer of the support program, praised the impact of DPC on its remote access strategy. An infrastructure engineer at the NHS trust has this to say about DPC and commercial support:

“We have recently transitioned from SSL VPN to AOVPN and took the opportunity to use DPC to manage our configuration and deployment. We’ve previously experimented with Microsoft’s officially documented process, but DPC really simplifies and streamlines the implementation and management of the AOVPN tunnels.

During rollout, we discovered an issue that caused the user tunnel config to become corrupt. Being able to directly communicate and troubleshoot with Leo and the team meant that we were quickly able to have a fix and a new version of the client ready for deployment.

We are now running DPC and AOVPN on around 4000 endpoints with around 2000 concurrent connections each day. Feedback from users is very positive, and DPC simplifies ongoing management.”

Value Added

This real-world experience highlights the two most significant benefits of DPC with commercial support: rapid issue resolution (direct access to the people who build the software) and confidence at scale (thousands of endpoints, thousands of daily connections).

What DPC Commercial Support Includes

Purchasing a commercial support package provides:

  • 1 year of support services (renewable)
  • Direct access to Leo D’Arcy, lead developer of DPC
  • Support from Richard Hicks for DPC-related queries
  • Enhanced troubleshooting beyond community channels
  • Prioritized bug fixes
  • Early consideration for new feature requests
  • Dedicated private channels for secure communication

Don’t Wait

With a commercial support package, your organization gains expert guidance, faster issue resolution, and direct access to the team that builds and maintains DPC. DPC commercial support ensures smooth deployments, reduced risks, and compliance with internal support requirements

Learn More

Interested in a commercial support contract for Always On VPN DPC? Email us at [email protected] or complete the form below, and we’ll get back to you with more information.

Additional Information

Always On VPN DPC Open Source

Always On VPN DPC Features

Always On VPN DPC Advanced Features

Migrating from Always On VPN DPC Commercial to Open Source

Always On VPN DPC with Microsoft Intune

Always On VPN Discord Channel

Always On VPN DPC Commercial Support

The Always On VPN Dynamic Profile Configurator (DPC) is a free, open-source solution that helps administrators deploy and manage Always On VPN client configuration settings using Active Directory, Group Policy, or Microsoft Intune. Since version 5.0, DPC has been publicly available and widely adopted. Until now, support has been limited to the community Discord channel. Many organizations, however, require formal support before they can deploy software, even open-source solutions. To meet this need, Leo D’Arcy and I are now offering a commercial support option for DPC.

Why Commercial Support Matters

Enterprises rely on accountability and timely assistance to ensure business-critical services run smoothly. Open source provides flexibility and cost savings, but it often lacks the reliability guarantees companies require. Commercial support bridges that gap—delivering confidence, faster resolutions, and compliance with internal support standards.

Customer Success Story

A UK National Health Service (NHS) Trust, an early customer of the support program, praised the impact of DPC on its remote access strategy. An infrastructure engineer at the NHS trust has this to say about DPC and commercial support:

“We have recently transitioned from SSL VPN to AOVPN and took the opportunity to use DPC to manage our configuration and deployment. We’ve previously experimented with Microsoft’s officially documented process, but DPC really simplifies and streamlines the implementation and management of the AOVPN tunnels.

During rollout, we discovered an issue that caused the user tunnel config to become corrupt. Being able to directly communicate and troubleshoot with Leo and the team meant that we were quickly able to have a fix and a new version of the client ready for deployment.

We are now running DPC and AOVPN on around 4000 endpoints with around 2000 concurrent connections each day. Feedback from users is very positive, and DPC simplifies ongoing management.”

Value Added

This real-world experience highlights the two most significant benefits of DPC with commercial support: rapid issue resolution (direct access to the people who build the software) and confidence at scale (thousands of endpoints, thousands of daily connections).

What DPC Commercial Support Includes

Purchasing a commercial support package provides:

  • 1 year of support services (renewable)
  • Direct access to Leo D’Arcy, lead developer of DPC
  • Support from Richard Hicks for DPC-related queries
  • Enhanced troubleshooting beyond community channels
  • Prioritized bug fixes
  • Early consideration for new feature requests
  • Dedicated private channels for secure communication

Don’t Wait

With a commercial support package, your organization gains expert guidance, faster issue resolution, and direct access to the team that builds and maintains DPC. DPC commercial support ensures smooth deployments, reduced risks, and compliance with internal support requirements

Learn More

Interested in a commercial support contract for Always On VPN DPC? Email us at [email protected] or complete the form below, and we’ll get back to you with more information.

Additional Information

Always On VPN DPC Open Source

Always On VPN DPC Features

Always On VPN DPC Advanced Features

Migrating from Always On VPN DPC Commercial to Open Source

Always On VPN DPC with Microsoft Intune

Always On VPN Discord Channel