Preventing Port Exhaustion on Entra Private Network Connector Servers

Microsoft Entra Private Access is a powerful zero-trust network access solution that is remarkably simple to install and configure. Administrators can quickly install the Global Secure Access (GSA) agent on their endpoints, then install the Entra Private Network Connector to enable secure remote access to private, internal resources. However, the ease with which Entra Private Access can be configured can potentially lead to connectivity issues in some scenarios. This post demonstrates how to diagnose port exhaustion issues and expand the available port range to address them.

Entra Private Network Connector

The Entra Private Network Connector is a key component of the Entra Private Access solution. The Private Network Connector is essentially the old Azure Application Proxy, enhanced to support TCP and UDP applications in addition to HTTP-based web applications. It is installed on an on-premises Windows server to provide GSA clients with access to internal data and applications.

Network Connectivity

The GSA client is not a virtual network adapter like most traditional VPN clients. Instead, the GSA client installed on the client operates as a filter driver in the network stack, selectively intercepting traffic and tunneling it over the GSA tunnel based on configured policy. As such, it does not appear as a network adapter in the operating system and does not have its own IP address.

Translation

When traffic from the GSA client is routed over the Entra Private Network Connector, the traffic egressing from the connector server to the internal network is effectively translated. That is, the source IP address of traffic destined for an internal resource is the connector server’s IP address, not the client’s original source IP address.

Port Exhaustion

The ephemeral port range on Windows servers spans from 49152 to 65535, leaving only 16,384 ports available. This can easily be exhausted when many clients are connected to a single Entra Private Network Connector server. This pool can also be depleted by poorly written or badly behaving applications that needlessly open many socket connections to internal resources.

Troubleshooting

Administrators can view the ephemeral port configuration for both TCP and UDP by running the following commands.

netsh.exe interface ipv4 show dynamicportrange protocol=tcp

netsh.exe interface ipv4 show dynamicportrange protocol=udp

To determine if port exhaustion is an issue, open an elevated PowerShell command window and run the following command.

Get-NetTcpConnection | Where-Object State -match ‘established’ | Measure-Object

Next, run the following PowerShell command to identify the number of ports consumed exclusively by the Entra Private Network Connector.

$ProcessId = Get-CimInstance -ClassName win32_service | Where-Object Name -eq ‘WAPCSvc’ | Select-Object -ExpandProperty ProcessID

Get-NetTCPConnection | Where-Object { $_.State -match ‘established’ -and $_.OwningProcess -eq $ProcessId } | Measure-Object

If the number of ports consumed by the Entra Private Network Connector approaches the upper limit of available ports, administrators should increase the ephemeral port range to ensure the connector server operates reliably.

Note: Use the Get-NetUdpEndpoint PowerShell command to monitor UDP port consumption on Entra Private Network Connector servers.

Resolution

To increase the ephemeral port range on the Entra Private Network Connector server, open an elevated command window and run the following commands.

netsh.exe interface ipv4 set dynamicportrange protocol=tcp startport=10000 numberofports=55535
netsh.exe interface ipv4 set dynamicportrange protocol=udp startport=10000 numberofports=55535
netsh.exe interface ipv6 set dynamicportrange protocol=tcp startport=10000 numberofports=55535
netsh.exe interface ipv6 set dynamicportrange protocol=udp startport=10000 numberofports=55535

Running these commands will increase the number of available ephemeral ports on the server to more than 50,000, well above the default. In most cases, this should be sufficient to handle many GSA client connections. However, administrators are cautioned to monitor port usage on the Entra Private Network Connector servers to ensure continued reliable operation. It may be necessary to deploy additional connector servers to process the existing workload.

Summary

Entra Private Network Connectors can exhaust the default 16,384-port ephemeral range when many GSA clients access internal TCP/UDP resources. Administrators can diagnose the issue by filtering Get-NetTCPConnection results by the WAPCSvc process, then expanding the range to over 50,000 ports using netsh.exe, as shown above. Monitor usage continuously in high-load environments to ensure consistent and stable access. And if you find you need more than 50,000 ports per server, it’s probably time to deploy additional connector servers. 😊

Additional Information

Microsoft Entra Private Access

Entra Private Access Channels are Unreachable

Microsoft Entra private network connectors

Always On VPN RRAS and PowerShell 7

PowerShell is an essential tool for administrators supporting Microsoft Always On VPN. It is critical for configuring supporting infrastructure services, such as Routing and Remote Access (RRAS) and Network Policy Server (NPS), as well as provisioning and managing Always On VPN client configuration settings on endpoints. The current version of PowerShell, PowerShell 7.5.3, is a game-changer for scripting and automation, bringing a host of improvements over its predecessors. PowerShell 7 offers better performance, lower memory usage, and cross-platform support (Windows, macOS, and Linux), making it more versatile than ever.

Problem in PowerShell 7

Recently, I discovered an oddity with PowerShell 7 when reviewing the configuration of an RRAS server. Specifically, PowerShell 7 differs in the way it produces output for the Get-RemoteAccess command, preventing administrators from viewing the details of the currently configured TLS certificate used for SSTP VPN connections in RRAS.

PowerShell 5

Running Get-RemoteAccess in PowerShell 5 provides detailed information about the SslCertificate property in the output of the command, as shown here.

Note that the data returned in the SslCertificate property is of the type X509Certificate2.

PowerShell 7

In PowerShell 7, Get-RemoteAccess displays only a string of numbers instead of detailed certificate information.

Notably, the data returned in the SslCertificate property is of the type System.Byte.

Solution

While PowerShell 7 doesn’t output the certificate details in human-readable form, you can easily convert the data using the following PowerShell command.

[System.Security.Cryptography.X509Certificates.X509Certificate2]::new((Get-RemoteAccess).SslCertificate) | Format-List

AovpnTools Module

To simplify administration, I’ve added a function to my AovpnTools PowerShell module called Get-VpnServerTlsCertificate. This function allows you to view the currently configured SSTP certificate details directly with a single command. In addition, you have the option to save the certificate to a file for further inspection and troubleshooting.

The GetVpnServerTlsCertificate function is included in AovpnTools v1.9.8 and later. You can install AovpnTools from the PowerShell gallery by running the following command.

Install-Module -Name AovpnTools

You can also find the AovpnTools PowerShell module on GitHub.

Summary

With PowerShell 7, RRAS certificate details display differently, but administrators can quickly resolve this using a simple conversion or the Get-VpnServerTlsCertificate function in the AovpnTools module. Either way, administrators can continue to use PowerShell 7 to manage their Windows Server RRAS servers.

Additional Information

Installing PowerShell 7 on Windows

AovpnTools in the PowerShell Gallery

AovpnTools on GitHub

Windows Server DNS64 and IPv6 Only

Many organizations are modernizing their networks by migrating from legacy IPv4 to IPv6. The goal is to replace IPv4 with IPv6 entirely. However, even though an organization can successfully migrate to IPv6-only networks internally, they do not control networks outside its boundaries. In some cases, a host on an IPv6-only network may need to communicate with an IPv4 resource. Administrators must deploy an IPv6 transition technology to support this scenario. A common solution to address this need is DNS64 and NAT64.

What are DNS64 and NAT64?

DNS64 and NAT64, defined in RFCs 6147 and 6146, respectively, work together to ensure endpoints on an IPv6-only network can still communicate with IPv4-only resources. DNS64 enables IPv6-only clients to communicate with IPv4-only servers by synthesizing AAAA DNS records from A records. When an IPv6-only client queries a domain with only an IPv4 address (A record), the DNS64 server creates a synthetic IPv6 address by embedding the IPv4 address within an administrator-defined NAT64 IPv6 prefix. The default (referred to as ‘well known’) prefix is 64:ff9b::/96. In the example below, the IPv4-only resource ipv4.test-ipv6.com is resolved using the Cloudflare public DNS64 resolver.

Using the synthetic DNS64 address allows the client to send IPv6 packets to a NAT64 gateway, which translates them to IPv4 for the destination server. DNS64 ensures seamless address resolution for IPv6-only networks accessing IPv4 resources without requiring actual IPv6 addresses for the target.

Caveat

While DNS64 is great for ensuring IPv4 access on IPv6-only networks, it has one critical limitation. The client must connect to a resource using a hostname or a fully qualified domain name. If a client attempts to connect to an IPv4 resource directly (e.g., https://172.16.21.12 or \\10.21.12.83\data), the resource will be unreachable. To address this limitation, the 464XLAT IPv6 transition technology must be used. For more information about 464XLAT, see my previous article, Windows Server DHCP and Option 108.

Enterprise DNS64

While there are public DNS64 resolves from Cloudflare, Google, and others, they aren’t helpful when trying to resolve internal hostnames in the enterprise. Organizations must deploy their own private DNS64 services in this scenario.

Windows Server and DNS64

Today, Windows Server does not natively support DNS64. Organizations are advised to use an enterprise DNS solution such as Infoblox or BlueCat for DNS64 services. Alternatively, administrators can deploy BIND DNS on the Linux platform of their choice. DNS64 is supported in BIND 9.8.0 and later.

DNS64 Proxy

To support testing and evaluation (and perhaps production deployment for smaller organizations), it is possible to configure any supported version of Windows Server to serve as a DNS64 proxy. In this scenario, a Windows Server is configured as a DNS64 server, but the server itself is not an actual DNS server. It does not have a DNS database or zone file; it is not authoritative for any zones and can’t perform conditional forwarding. It simply forwards DNS queries to the servers defined on its own network interface.

Windows Server DNS64 Configuration

The DNS64 service must be installed using PowerShell and the Set-NetDnsTransitionConfiguration command. Administrators will define some variables, configure DNS64, and create firewall rules to allow DNS traffic inbound to the server.

Configure DNS64

On a Windows Server member server (domain-join is optional), open an elevated PowerShell command window and run the following commands.

# Define variables
$AcceptInterface = ‘Ethernet’ # The interface name or alias that will accept DNS64 traffic
$SendInterface = ‘Ethernet’ # The interface name or alias that will send DNS64 traffic
$Nat64Prefix = ’64:ff9b::/96′ # The NAT64 prefix

# Configure DNS64
Set-NetDnsTransitionConfiguration -State Enabled -AcceptInterface $AcceptInterface -SendInterface $SendInterface -PrefixMapping “$Nat64Prefix,0.0.0.0/0” -PassThru

Configure Windows Firewall

Run the following PowerShell commands to configure the Windows Firewall to allow inbound DNS requests.

# Create firewall rules to allow DNS64 traffic inbound
New-NetFirewallRule -Name ‘DNSSrv-DNS-UDP-In’ -DisplayName ‘DNS (UDP, Incoming)’ -Description ‘Inbound rule to allow remote UDP access to the DNS64 service.’ -Group ‘DNS64 Service’ -Protocol UDP -LocalPort 53 -Direction Inbound -Profile Any -Action Allow -Enabled True

New-NetFirewallRule -Name ‘DNSSrv-DNS-TCP-In’ -DisplayName ‘DNS (TCP, Incoming)’ -Description ‘Inbound rule to allow remote TCP access to the DNS64 service.’ -Group ‘DNS64 Service’ -Protocol TCP -LocalPort 53 -Direction Inbound -Profile Any -Action Allow -Enabled True

GitHub

For reference, I’ve posted the relevant commands for configuring DNS64 on Windows Server on GitHub here.

DNS64 Testing

Once DNS64 is configured on the Windows Server, administrators can test operation by sending a DNS query for an IPv4-only resource to the DNS64 server using the following PowerShell command.

Resolve-DnsName -Name ipv4.test-ipv6.com -Server <DNS64 server IPv6 address>

For example.

Resolve-DnsName -Name ipv4.test-ipv6.com -Server 2001:579:6024:510::64

The DNS64 server responds with the native IPv4 address along with the synthesized IPv6 address. However, if the target resource has only an IPv6 address or has both IPv4 and IPv6 addresses, both are returned, as shown below.

Summary

DNS64 and NAT64 are essential tools for enabling communication between IPv6-only networks and IPv4 resources. While public resolvers exist, enterprises often need their own DNS64 service for internal hostname resolution. Windows Server does not natively support DNS64, but administrators can configure it as a DNS64 proxy for testing and smaller deployments. In this scenario, Windows Server can provide DNS64 functionality, helping organizations transition toward IPv6-only networks while maintaining access to legacy IPv4 systems.

Additional Information

IPv6 Transition Technology Options – IPv6 Buzz Podcast

Set-NetDnsTransitionConfiguration

RFC 6146 – NAT64

RFC 6147 – DNS64

RFC 6877 – 464XLAT

Windows Server DHCP and Option 108

What is IPv6?