Michael Waterman

Ramblings on IT and Security

Tag: How-to (Page 2 of 3)

Exploring the AD CS Database

March 11, 2026 / / 5 Comments

I know, I know, last time I promised that this blog post would be about renewing the issuing CA certificate, but I have something cool today as well. I ran into an issue with my lab CA that made me dive into a rabbit hole filled with advanced certutil commands and direct access to the database. Instead of treating this as an incident and forget all the commands I’ve used to view and alter information I thought I would share the information.

When working with Active Directory Certificate Services (AD CS), most people interact with the Certification Authority through the MMC console. It provides a clear view of issued certificates, pending requests, and revoked certificates. It’s the easiest way. However, behind that interface sits a database that’s per default located in the directory: “C:\WINDOWS\system32\CertLog” and has the name of your CA, in my case “Corp-Enterprise-CA.edb“.

Continue reading

Renewing a Root CA Before Expiration

March 7, 2026 / / 0 Comments

It was that time again. My Root CA had reached about 60% of its certificate lifetime, which means it was time to renew the certificate, a.k.a the dreaded ADCS Root CA Renewal (plays dramatic music). As I mentioned in a previous blog, if you’re going through the effort of renewing the certificate anyway, it’s generally a good idea to renew the key pair as well. However, there are a few gotchas that come with doing that, and that’s exactly what I want to cover in this week’s post.

Along the way I ran into a couple of things that are worth knowing before you start this process yourself. Nothing too dramatic, but definitely the kind of details that can come back to bite you later if you’re not aware of them.

Continue reading

Proxmox Meets Enterprise PKI

February 18, 2026 / / 0 Comments

Over the past few months, I’ve been writing extensively about building and configuring Microsoft Enterprise PKI (AD CS). And if you’re anything like me, you probably run some kind of home lab where you test ideas before deploying them at work.

At the same time, there’s a noticeable shift happening in the industry. Proxmox is showing up more and more, not just in home labs, but increasingly in enterprise environments as well. The same applies to my own setup. I’ve been running Proxmox for over two years now and I genuinely like the platform.

One thing that has been bothering me for a while, however, is that it uses a self-signed certificate for its management web interface. While the connection itself is still encrypted and protected (contrary to popular belief), it simply isn’t how things should be in a properly managed environment. So let’s fix that.

Continue reading

Modernizing RDP Certificates

February 8, 2026 / / 8 Comments

This post is a small (promise!) but practical addition to my PKI series.

I wrote this blog because I wanted my own version of “how to set up RDP certificates.” Mostly as personal documentation, I can’t remember everything off the top of my head anymore… getting old.

During my initial research, I was surprised to see that many blogs still recommend older practices, SHA1 signatures, legacy cryptographic providers, or RSA 2048-bit keys without much explanation. And to be clear, I’m not saying RSA 2048 is bad. It’s absolutely still secure and widely used.

Continue reading

Deep Dive: Active Directory LDAPS Certificate Selection

February 3, 2026 / / 0 Comments

In my previous blog about LDAPS certificates, I briefly touched on a topic that often leads to confusion, how a Domain Controller actually decides which certificate to use for LDAPS. At the time, I promised to dive deeper into that specific mechanism, because understanding it is critical when troubleshooting seemingly “mysterious” LDAPS issues. This post is that promised deep dive.

Continue reading

Building High-Available LDAPS Architectures

January 31, 2026 / / 7 Comments

If you’re running Active Directory, like I said in a previous blog, that’s the majority of readers, you’re almost certainly using LDAPS, the secure version of LDAP. Not just because it’s “best practice,” but because plaintext LDAP over port 389 is a really bad idea, furthermore Microsoft has blocked access when you’re trying to connect to just LDAP on port 389 without any form of security.

While Microsoft has not removed the ability to use LDAP on port 389, recent security hardening features (such as LDAP channel binding and LDAP signing) can be configured to reject simple bind operations that are not signed or encrypted. In practice, many organizations today do not support clear-text LDAP unless it is secured (for example, via LDAPS). That’s why enabling LDAPS and proper security policies is highly recommended.

Unfortunately most environments treat LDAPS like a checkbox: “Yeah, we enabled LDAPS, installed a certificate, moved on.”

And that’s fine… until it isn’t. If your LDAP clients, VPN gateways, firewalls, RADIUS/NPS servers, Linux services, identity proxies, SaaS connectors, security appliances (the list goes on) depend on LDAPS, then what happens when the one Domain Controller you pointed them at suddenly goes offline?

Continue reading

How to: Build a PKI with PowerShell – Part 2 – IIS WebServer

January 3, 2026 / / 0 Comments

Other parts in this series

How to: Build a PKI with PowerShell – Part 1 – Preparation

How to: Build a PKI with PowerShell – Part 3 – Offline Root CA

How to: Build a PKI with PowerShell – Part 4 – Enterprise CA

In the previous part, I’ve covered the design choices and preparation work needed before touching any infrastructure. In this part, I’ll finally start building something: the PKI Web Server.

I know, I know, not the most exciting exercise, but stay tuned, perhaps I’ll have some former Microsoft Security engineer tips here! However boring, this server plays a crucial role in the overall trust model. It hosts:

  • The Certificate Revocation List (CRL)
  • The Certificate Distribution Point (CDP)
  • The Certification Practice Statement (CPS)

In short: it becomes the “public-facing” component of your PKI.

Continue reading

How to: Build a PKI with PowerShell – Part 1 – Preparation

December 31, 2025 / / 3 Comments

Other parts in this series

How to: Build a PKI with PowerShell – Part 2 – IIS WebServer

How to: Build a PKI with PowerShell – Part 3 – Offline Root CA

How to: Build a PKI with PowerShell – Part 4 – Enterprise CA

Over the last couple of years, I’ve written a lot about Public Key Infrastructure (PKI). Not the “click next, next, finish” type of posts, but the deeper stuff, why you’d pick one design over another, and what trade-offs you’re really making.

Even so, I still see people struggling with PKI. Sometimes even setting up a relatively simple environment turns into a painful mix of conflicting guides, half-implemented best practices, and “set it and forget it” assumptions. The reality is: PKI quietly underpins almost everything we trust in modern IT environments, but it’s often poorly documented, inconsistently implemented, and rarely treated like the living service it actually is.

Continue reading

PKI – Part 5: Creating Unique Object Identifiers (OIDs)

May 10, 2025 / / 2 Comments

Introduction: Why OIDs matter in PKI

When building or managing a Public Key Infrastructure (PKI), precision and uniqueness are not optional, they’re very essential. Don’t be one of many, be your unique self! One key element that reflects this is the Object Identifier (OID). OIDs are globally unique values used to identify everything from certificate policies and application purposes to custom certificate extensions and cryptographic algorithms.

Continue reading

Step-by-Step Guide to Windows Event Forwarding and NTLMv1 Monitoring

June 29, 2024 / / 22 Comments

Did you know that Windows has had a built-in capability to function as a SIEM (Security Information and Event Management) system for years, provided you stay within the Windows ecosystem? This powerful feature, known as Windows Event Forwarding (WEF), allows you to centralize event logs from multiple Windows machines, giving you a comprehensive view of your network’s activities.

Continue reading
« Older posts Newer posts »

© 2026 Michael Waterman

Theme by Anders Noren — Up ↑