PKI Fundamentals with Microsoft AD CS Training Course

I’m excited to announce that I’ve partnered once again with the fine folks at the ViaMonstra Online Academy to deliver a new live training course entitled PKI Fundamentals with Microsoft Active Directory Certificate Services (AD CS). The event consists of six weekly live webinars beginning on Thursday, January 15, 2026, at 3:00 PM CST.

Why AD CS Training?

Digital certificates are strong, phishing-resistant credentials that are an excellent choice for authentication to critical workloads like Always On VPN and enterprise Wi-Fi. However, managing certificate services infrastructure can be daunting. This course provides administrators with a fundamental understanding of enterprise PKI with Microsoft AD CS.

Course Overview

The event format for this course consists of six weekly live sessions on Thursdays starting on January 15, 2026. The classes are two hours long, running from 3:00 PM CST to 5:00 PM CST each day. During the course, we’ll cover the following topics.

  • PKI concepts and certificate use cases
  • Designing and deploying certificate authorities (CAs)
  • Configuring templates and enrollment
  • Managing revocation and maintenance

Who Should Attend

Organizations planning to use certificate authentication for enterprise VPN and Wi-Fi workloads will benefit from this training course. Also, those considering a new AD CS deployment will find this training beneficial. In addition, administrators managing an existing production AD CS environment will gain valuable insight.

Enroll Now

Registration for this training class is available now. The cost is $295.00—an incredible bargain! Don’t miss out on this fantastic opportunity to gain foundational AD CS skills. Click the registration link below and reserve your spot today!

Additional Information

Public Key Infrastructure (PKI)

Enterprise PKI

Cloud PKI for Microsoft Intune

Always On VPN Ask Me Anything (AMA) November 2025

It’s been a while since we’ve held our last AMA, so I’ve added an event to the calendar so we can all connect once more before the end of the year. With that, the next Always On VPN AMA session is scheduled for Tuesday, November 18, 2025, at 10:00 AM PDT (UTC-8).

Do you have questions about Always On VPN? Are you having a specific issue you can’t figure out? Would you like more information about configuration options? Here’s your chance to get your questions answered! Register now and join the session to ask me anything (AMA!) about Microsoft Windows Always On VPN and related technologies.

The AMA will be an open forum session where we can all talk shop about Always On VPN and related technologies. It’s a great chance to learn new things and share experiences with your peers. We’ll discuss known issues and limitations, best practices, and more. I’m also planning to have some special guests, so be sure to join us!

Everyone is welcome. Don’t miss out on this excellent opportunity to connect and learn. Register now!

Can’t make the session? Register anyway, and I’ll send you the link to the recording as soon as it is available!

Entra Private Access Channels Are Unreachable

Administrators deploying Microsoft Entra Private Access may encounter a scenario in which the Global Secure Access (GSA) agent reports an error. However, the client continues to work without issue, and all internal resources remain reachable via the Entra Private Access connection. This issue occurs only when the Private Access forwarding profile is enabled alone. It does not happen if the Microsoft traffic forwarding profile is also enabled.

GSA Status Error

When this happens, the Private access channel status is Connected, but the Entra access channel is Disconnected. Also, you will see the following error message when clicking on the GSA client in the notification area.

Some channels are unreachable

Global Secure Access has some channels that are unreachable

Health Check

To investigate further, click the Troubleshooting tab, then click Run tool in the Advanced diagnostics tool section. In the Health check section, you will see the following error message.

Diagnostic URLs were not found in forwarding policy

Scrolling down the list also reveals the following error messages.

Magic IP received = False

Tunneling succeeded Entra Authentication = False

Root Cause

Several months ago, Microsoft made changes to the health check probes that required enabling the Microsoft traffic forwarding profile to work. Some essential health-check probes were not accessible via the Private Access channel, resulting in the error messages shown above when only the Private Access forwarding profile is enabled.

Resolution

Microsoft is rolling out changes to address this issue at the time of this writing (late October 2025). If you encounter this error, it will most likely resolve itself soon. Alternatively, administrators can enable the Microsoft traffic forwarding profile, which will also fix this issue.

Additional Information

Microsoft Entra Private Access

Microsoft Entra Global Secure Access (GSA)

Microsoft Security Service Edge (SSE) Now Generally Available

Microsoft Entra Security Service Edge (SSE) on RunAs Radio