Always On VPN vs. Entra Private Access: Choosing the Right Access Model for Your Organization

The predominant solution for secure remote access today in the Microsoft ecosystem is Always On VPN. Always On VPN is based on traditional Virtual Private Network (VPN) technology originally developed in the mid-1990s. However, Microsoft recently introduced Entra Private Access, which is part of the Global Secure Access (GSA) Security Service Edge (SSE). Entra Private Access is an identity-centric Zero Trust Network Access (ZTNA) solution designed to replace traditional VPN solutions. It offers significantly improved security with granular resource access without dependency on on-premises infrastructure. This article outlines where each solution fits best and how organizations can transition safely between them.

Always On VPN

First introduced in Windows 8, Microsoft Always On VPN provides seamless, transparent, secure remote access using client-based VPN protocols such as Internet Key Exchange version 2 (IKEv2) and Secure Socket Tunneling Protocol (SSTP). When establishing a VPN connection, a virtual network adapter is created, and an IP address is assigned to the interface to facilitate tunneled network communication with the internal network.

Architecture

Always On VPN requires substantial on-premises supporting infrastructure. In addition to the VPN servers themselves, administrators must also deploy authentication servers (RADIUS or NPS) and certificate services (AD CS). Administrators must manage public TLS certificates for SSTP connections. Also, larger deployments may require on-premises load balancers and/or cloud-based Global Server Load Balancing (GSLB) solutions. Further, additional configuration is needed to integrate Entra ID Conditional Access. Because this infrastructure must be publicly accessible by design, it becomes an attractive target for attackers. In addition, the complex infrastructure has many interdependencies, resulting in significant administrative overhead for network and security administrators.

Access Model

Most commonly, Always On VPN provides full network access to the internal network. Full network access is accomplished by configuring IP routing on the client to ensure internal client network subnets are routed over the VPN tunnel. In this model, clients are often implicitly trusted once connected. Once authenticated and authorized, users receive full, unfettered access to the internal network across all protocols and ports. This level of access introduces a significant security risk and does not adhere to modern zero-trust network access models. To address this, administrators must implement additional security controls internally (perimeter or DMZ firewalls) to restrict network access for Always On VPN clients.

Zero Trust Always On VPN?

Always On VPN includes support for traffic filters that can restrict network access and provide zero-trust-like access. However, these controls exist only on the client side, so an attacker with administrative access to the endpoint can easily bypass them. They should not be considered a reliable way to enforce zero trust for Always On VPN connections.

Entra Private Access

Entra Private Access is part of Microsoft’s Global Secure Access (GSA) Security Service Edge (SSE). It is a robust, cloud-based zero-trust network access (ZTNA) service that provides granular access to on-premises resources. It requires installing a client-side agent and one or more Private Network connectors on-premises to facilitate remote network access. Entra Private Access deeply integrates with Entra ID, so you can easily configure Conditional Access policies for any published resource, including multifactor authentication for legacy protocols such as SSH.

Limited Network Access

Unlike legacy VPNs, GSA does not create a virtual network interface when establishing a connection. Instead, GSA operates as a filter driver deep in the Windows networking stack, intercepting and rerouting network traffic bound for the internal network. The GSA client eliminates the complexities of IP address management, network routing, and firewalling. In addition, authentication and authorization are handled natively by Entra ID and Conditional Access.

Minimal Infrastructure

Entra Private Access is a cloud-based service with minimal on-premises supporting infrastructure requirements. Administrators must only deploy the Entra Private Network connector on one or more on-premises servers to facilitate remote access for Global Secure Access clients. The Entra Private Network is a lightweight software agent that requires little to no post-deployment support. The administrative burden is much lighter compared to Always On VPN.

Key Differences at a Glance

The table below highlights the most important architectural, security, and operational differences to help determine which solution best fits your environment.

AspectAlways On VPNEntra Private Access
ArchitectureOn-premises VPN gateway(s)Cloud-based service
Access ModelFull network access via a routable IP address assigned to the endpointPer-resource zero-trust network access (ZTNA); no full network access
AuthenticationOn-premises AD or Entra ID (AD-synced accounts only)Entra ID (AD-synced or cloud-native)
Client SoftwareBuilt-in or third-partyGlobal Secure Access client
Tunneling ProtocolsIKEv2, SSTPgRPC
Network ExposureMust expose VPN servers to the public InternetNone. Private Network Connectors require outbound access only
GranularityAll protocols and ports (default)Application-level (FQDN, IP/port, IP range, CIDR blocks)
Conditional AccessRequires additional configurationNative per-app enforcement
Device-Based ConnectivityYes – device tunnel provides pre-logon connectivityNone
Infrastructure RequirementsVPN servers, RADIUS servers, internal PKI, AD, load balancers, GSLBEntra Private Network connector (minimum one server, two recommended for redundancy)
Device SupportWindows onlyCross-platform (Windows, macOS, iOS, Android)
LicensingIncluded in OS licenseAdditional per-user costs with Entra Suite or standalone Entra Private Access license

Advantages of Always On VPN for Domain-Joined Endpoints

Always On VPN integrates more naturally with classic Active Directory domain-joined Windows devices. Always On VPN includes features that Entra Private Access does not currently provide, which administrators may require to provide full support for their mobile devices.

Device Tunnel Support

The Always On VPN device tunnel provides machine-based pre-logon connectivity. The device tunnel ensures access to on-premises authentication services (domain controllers) before the user logs on to the endpoint. The device tunnel allows for logging in without cached credentials (e.g., for new users) and streamlines password changes. In addition, it ensures network access to support complete group policy processing for remote users. Entra Private Access is user-based only and does not include device-based connectivity. The device tunnel is one of the most significant functional gaps between Always On VPN and Entra Private Access.

Note: Although device-based connections are not currently available in Entra Private Access at the time of this writing, Microsoft may add the feature in the future.

Windows Native Integration

Always On VPN leverages the built-in Windows VPN client, which integrates deeply with the operating system. The Windows VPN client is mature and robust, supporting secure authentication protocols with certificates or smart cards. Always On VPN requires no additional client software. For Entra Private Access, administrators must deploy and manage a separate software component, the Global Secure Access client.

Full Network Access

The domain is a trust boundary, and domain-joined endpoints require broad network access to function. For example, domain-joined endpoints must have access to domain controllers, and most access those resources using several protocols and numerous different ports. In addition, these endpoints must be able to connect to a variety of other internal resources, such as DNS servers, certification authorities (CAs), revocation servers (HTTP, OCSP, LDAP), systems management servers, file shares, printers, and more. Furthermore, much of this access occurs via Remote Procedure Call (RPC) and Distributed COM (DCOM), which use ephemeral (dynamic) port ranges (49152-65535). Enforcing firewall policy to restrict access for remote domain-joined clients is challenging because these endpoints require significant resources.

So, if your managed endpoints are primarily domain-joined and depend on pre-logon network connectivity, Always On VPN remains the more mature and feature-complete choice today.

Why Entra Private Access is Ideal for Native Entra ID Joined Devices

Entra Private Access is designed around a cloud-first, identity-centric Zero Trust model and has explicit client and device requirements that align best with Entra ID joined devices.

Client Requirements

The Global Secure Access client required for Entra Private Access requires Windows devices to be Microsoft Entra-joined or Microsoft Entra hybrid-joined. Domain-joined only (non-hybrid) devices are not supported. Unlike the native VPN client built into Windows, the Global Secure Access client is a separate piece of software that administrators must install independently.

Per-App Zero Trust

Entra Private Access controls access using FQDNs or IPs (individual, ranges, or networks) and specific protocol/port combinations instead of full network routing. Per-app access aligns with the modern cloud-native device model by avoiding broad network exposure and evaluating every access request through Conditional Access (including device compliance, MFA for legacy protocols, and more). Unlike Always On VPN, the principle of least privilege is enforced at all times.

Simplified Management

Entra Private Access requires minimal on-premises supporting infrastructure. There’s no need for VPN servers, RADIUS servers, or complicated certificate services for VPN authentication. Entra Private Access natively uses Entra ID and Conditional Access, eliminating the need for certificate authentication.

Cross Platform

Entra Private Access provides cross-platform support. Not only does it support Windows clients (Enterprise or Professional editions), but it also supports macOS, iOS, and Android. Broad client support makes Entra Private Access a comprehensive, secure remote access solution for all your managed endpoints.

In summary, Entra Private Access provides a cleaner, more secure, and lower-management experience for organizations moving toward Entra ID joined device fleets, especially when combined with Microsoft Intune for management and Conditional Access policies for enhanced security.

Licensing

Always On VPN and Entra Private Access use different licensing models.

Always On VPN

No per-user or per-device licensing required for Always On VPN. Always On VPN licensing is included with the Windows operating system license you already own.

Entra Private Access

Entra Private Access requires a separate license and incurs an additional per-user cost. It is included with the Microsoft Entra Suite license (~$12.00/user/month), or as a separate, standalone Entra Private Access license (~$5.00/user/month). You can learn more about Microsoft Entra licensing here.

Migration Path

Migrating from Always On VPN to Entra Private Access is low-risk. Using a phased approach, administrators can move from Always On VPN to Entra Private Access with minimal disruption. Start by planning for Entra Private Access (client agent deployment, connector placement, conditional access policies, etc.), then gradually deploy the solution, initially coexisting with Always On VPN but moving toward full deployment. Once complete, decommission the legacy VPN. Key steps include:

  1. Assess your resources, devices, and Entra ID licensing.
  2. Enable Entra Private Access, deploy one or two Private Network Connectors on-premises, and install the Global Secure Access client on devices.
  3. Configure access rules. Begin with Quick Access to replicate VPN-like behavior.
  4. Run both solutions side-by-side. Pilot with a small group, migrate apps/users incrementally, and enforce Conditional Access (including MFA for sensitive applications).
  5. Phase out and decommission Always On VPN once stable.

This approach reduces infrastructure overhead, delivers granular zero trust security, and aligns with a cloud-first identity strategy.

Summary

Microsoft Always On VPN provides reliable on-premises remote access for Windows devices using protocols such as IKEv2 and SSTP. Today, it remains the best choice for environments that use traditional Active Directory domain-joined devices, where pre-logon connectivity and broad network access are required. However, Always On VPN requires heavy infrastructure and typically grants risky full network access.

Entra Private Access is the preferred solution for organizations adopting a cloud-first, Zero Trust strategy with Entra ID joined endpoints. Its per-application access model, native Conditional Access enforcement, reduced infrastructure footprint, and cross-platform support make it ideal for modern managed endpoints where least-privilege access and simplified operations are priorities.

In practice, many organizations will benefit from running both solutions in parallel during a transition period, using Always On VPN to support domain-joined endpoints and Entra Private Access for modern, Entra-joined devices. Over time, as device fleets and applications modernize, Entra Private Access can progressively replace legacy VPN infrastructure while improving security posture and reducing operational complexity.

Ready to Modernize Your Remote Access Strategy?

Schedule a free one-hour consultation to review your current Always On VPN deployment, assess readiness for Entra Private Access, and identify a secure, practical migration path tailored to your environment. We’ll cover architecture considerations, device requirements, licensing implications, and common pitfalls—no obligation required. Fill out the form below to request more information and schedule your free consultation.

Additional Information

Microsoft Entra Private Access Intelligent Local Access (ILA)

Preventing Port Exhaustion on Entra Private Network Connector Servers

Microsoft Security Service Edge (SSE) Now Generally Available

Microsoft Entra Security Service Edge (SSE) on RunAs Radio

Always On VPN and IPv6

Internet Protocol version 6 (IPv6) has been with us for nearly 30 years. IPv6 adoption on the public Internet has steadily increased over the last decade, and today is approaching 50%. However, enterprise adoption of IPv6 has been surprisingly sluggish despite its numerous benefits. IPv6 includes an expanded address space that removes complex subnetting requirements and globally unique addressing that eliminates the need to perform Network Address Translation (NAT), among others. Organizations should consider deploying IPv6 internally to take advantage of these capabilities.

IPv6 and RRAS

I’ve deployed Microsoft Always On VPN for customers using IPv6 numerous times. The following describes configuration settings required to support IPv6 in a Microsoft environment using a Windows Server Routing and Remote Access (RRAS) server.

To begin, open the Routing and Remote Access management console (rrasmgmt.msc) on the RRAS VPN server, then follow the steps below to enable IPv6 support for Always On VPN connections.

Note: The configuration below assumes that IPv6 is already deployed on the internal network, either natively or dual-stacked with IPv4.

IPv6 Remote Access

Perform the following steps to enable IPv6 remote access on the RRAS VPN server.

  1. Right-click the RRAS VPN server in the navigation tree and choose Properties.
  2. Check the box next to the IPv6 Remote access server on the General tab.

Prefix Assignment

Next, an IPv6 prefix must be assigned to each RRAS VPN server. This IPv6 prefix must be unique for each server and not in use anywhere else on the internal network. Unlike IPv4, IPv6 addresses cannot be assigned from the same prefix (subnet) as the VPN server’s internal network interface. With that, ensure that internal network IPv6 routing returns traffic for the assigned IPv6 prefixes to the corresponding VPN server.

Perform the following steps to assign an IPv6 prefix for VPN client use.

  1. Right-click the RRAS VPN server in the navigation tree and choose Properties.
  2. Select the IPv6 tab.
  3. Check the box next to Enable IPv6 Forwarding.
  4. If force tunneling is required (not recommended), check the box next to Enable Default Route Advertisement.
  5. Enter an IPv6 prefix in the IPv6 prefix assignment field. Again, ensure the IPv6 prefix is globally unique, and that internal network routing is configured to return traffic to the VPN server that owns the prefix.
  6. If your RRAS server is multi-homed, select the internal network interface from the Adapter drop-down list.

DHCP

Organizations with IPv6 deployed internally may use Microsoft Windows DHCPv6 or a dedicated DNS/DHCP/IP Address Management (IPAM) (DDI) solution like Infoblox. However, Windows Server RRAS does not support DHCPv6 for VPN client IP address assignment. Administrators must manually assign an IPv6 prefix per server. However, administrators can use DHCP alongside IPv6 prefix assignment for VPN client IPv4 addressing.

Limitations

While IPv6 may solve some problems for Always On VPN administrators, it has some limitations. Here are some crucial considerations for IPv6 and Always On VPN at the time of this writing.

Traffic Filters

You cannot use IPv6 when configuring traffic filters for Always On VPN. Specifying IPv6 elements in a traffic filter rule will prevent Always On VPN from working at all. More details here.

Intune and Routing

When split tunneling is enabled, Microsoft Intune will not accept IPv6 routes using the standard IPv6 subnet prefix of /64. The UI complains that “the value must be between 1 and 32”.

You can use the custom XML deployment option to configure Always On VPN to support split tunneling correctly as a workaround.

Additional Information

Overview of IPv6

Everything You Never Knew about NAT

Disabling IPv6 Breaks Windows Server RRAS

Microsoft Always On VPN Traffic Filters and IPv6

Discussing Microsoft and IPv6 on the IPv6 Buzz Podcast (Packet Pushers)

Always On VPN Disconnects in Windows 11

Always On VPN administrators migrating their endpoints to Windows 11 may encounter a scenario where Always On VPN randomly disconnects when the VPN profile is deployed using Microsoft Intune. The same configuration deployed to Windows 10 devices works reliably, however. In addition, Always On VPN profiles deployed using PowerShell (natively or with SCCM) or Dynamic Profile Configurator (DPC) do not experience this problem.

Troubleshooting

Administrators troubleshooting this issue will find the root cause is associated with the Always On VPN profiles being removed and replaced each time the device syncs with Intune. This occurs even if there are no changes to the configuration. Removing and replacing the Always On VPN profiles on each device sync is unnecessary, of course, but is also highly disruptive to connected users.

Intune and XML

The Intune team identified the issue, and a fix was made available in the August update. However, many of you have reported the issue persists with some Windows 11 clients after installing the latest updates. Further investigation indicates that although the issue has been resolved when using Intune and the native VPN device configuration profile template, the problem still occurs when using the Custom device configuration template.

Workaround

Microsoft is aware of the issues with deploying Always On VPN client configuration settings using XML in Intune, but there’s no indication when or if they will fix it. Until then, administrators have two options to address this problem.

Native VPN Template

When deploying Always On VPN client configuration settings to Windows 11 endpoints, use the native VPN device configuration template, as shown here.

Using the native VPN template does have some limitations, however. The following settings are not exposed using the native VPN template and can only be configured using XML.

XML

If you must use XML, I’ve had some success by ensuring the order and syntax of XML settings is exactly as Intune expects. Follow the steps below to confirm the XML settings order in your XML configuration file.

  1. Deploy your XML file with Intune.
  2. Run Get-VpnClientProfileXML.ps1 to extract the deployed XML settings.
  3. Compare the order of settings to your existing XML.
  4. Compare the syntax of all settings. For example, the <Servers> section should list the server FQDN twice, separated by a semi-colon.
  5. Make changes to ensure all settings in your XML are in the same order as the extracted XML.
  6. Publish a new XML configuration file using Intune and test.

I’ll caution you that this workaround doesn’t always work reliably. Some customers report that this solved their problems entirely, while others have indicated it does not. My testing shows the same results. Let us know in the comments below if this works for you!

Reference XML

I have published an Always On VPN XML configuration file on GitHub for reference. It includes all common settings using the order and syntax required to ensure reliable operation. As a reminder, the sample file includes many settings that aren’t required. It is published as guidance for reference only.

Additional Information

Always On VPN Windows 11 Issues with Intune

Always On VPN PowerShell Script Issues in Windows 11