#574: Hacking Windows Active Directory in 10 minutes

David Bombal25mApril 16, 2026

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AI-Generated Summary

In a high-stakes demo that unfolds in under 15 minutes, cybersecurity expert Spencer Alessi reveals how a single misconfigured permission in Windows Active Directory can lead to full domain compromise—starting from a low-privileged user account. Using free, open-source tools like ADeleg, NetTools, Locksmith, Certify, and Rubius, he walks through a real-world attack path known as ESC1 (Certificate Template Abuse), where an attacker exploits insecure ACLs to modify a certificate template, impersonate a domain admin, and gain unrestricted access to the domain controller. The attack hinges on a common but overlooked flaw: allowing 'template managers' to modify certificate templates without proper restrictions. What’s alarming is that this entire process can be automated and is one of the most prevalent vulnerabilities in internal penetration tests—despite being preventable with proper configuration. Spencer emphasizes that while the technical execution is powerful, the real challenge lies in organizational coordination, risk communication, and the often-overlooked soft skills required in red teaming. The episode also delivers actionable advice for aspiring penetration testers: start with hands-on platforms like TryHackMe and HackTheBox to explore different domains, then pursue practical certifications like PNPT (by TCM) and CRTO (by Zero Point Security) to build deep expertise in Windows AD hacking.

Key Takeaways
1

A single misconfigured permission on a 'template managers' group can lead to domain admin access via ESC1 certificate abuse.

2

Use ADeleg and NetTools to quickly identify unsafe Active Directory permissions with no admin rights required.

3

Modify certificate templates to enable 'subject alternative name' and 'client authentication' flags to enable impersonation of domain admins.

4

Automate the entire attack chain using free tools like Certify 2 and Rubius to request Kerberos tickets via certificates.

5

Most organizations still rely on on-prem Active Directory—50% are AD-only, and only 20% will reach 50% hybrid in the next 20 years.

…and 3 more takeaways available in PodZeus

Chapters
0:00
5 min

The Attack Path: From Low-Privilege Access to Domain Admin

We're looking for the user that we have compromised or a group that that user is in. We're looking for where there are any permissions that might give us an edge somewhere else or allow us to pivot or elevate our privileges somewhere using the permissions that we currently have.

Highlight
5:00
5 min

Finding the Weak Link: Insecure Permissions with ADeleg and NetTools

This is a dangerous permission. This is the kind of control path or attack path that we're looking for in Active Directory.

Highlight
10:00
5 min

Exploiting Certificate Templates: The ESC1 Attack

We can now supply an alternate SAN or a subject alternative name. And this is where we're getting into the weeds. That's right. Go for it.

Highlight
15:00
5 min

Certificate Impersonation and Domain Controller Access

We can see tickets successfully imported and we can do a lot of fun stuff after this. But just as a proof of concept, we can show that we now have access to our domain controller.

Highlight
20:00
5 min

Real-World Implications and Defensive Strategies

Spencer discusses how these attacks are common in the wild, how threat actors evade detection via proxying, and advises blue teams to coordinate with infrastructure teams when fixing critical issues like certificate template misconfigurations.

High-Impact Quotes
50 still have their workload in AD. And what was also interesting was that he showed a graphic that said, how many organizations that have AD will get to 50 -50 hybrid AD on -prem in the next 10, 20
Spencer Alessi24:08
Viral: 88.0
This is one of the most dangerous attacks that I see in internal pen testing.
Spencer Alessi14:19
Viral: 85.0
Long live AD, right? Everybody says AD is dead and it's going away. I'm a holdout, right? I'm like, I hope it never goes away.
Spencer Alessi24:31
Viral: 82.0
Speakers

Host

David Bombal

Guest

Spencer Alessi
Topics Discussed
active directory hacking95%certificate template abuse90%esc1 attack88%ad delegation management85%windows pen testing80%red teaming75%blue team defense70%certify tool65%
People & Brands

Spencer Alessi

person

15xPositive

David Bombal

person

10xNeutral

Locksmith

product

4xPositive

Certify

product

4xPositive

PNPT

other

3xPositive

CRTO

other

2xPositive

TryHackMe

other

2xPositive

HackTheBox

other

2xPositive

ADDeleg

product

2xPositive

ThreatLocker

organization

2xPositive

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