#574: Hacking Windows Active Directory in 10 minutes
Get the full intelligence
Search transcripts, export clips, track mentions, and explore all topics from “#574: Hacking Windows Active Directory in 10 minutes” inside PodZeus.
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.
A single misconfigured permission on a 'template managers' group can lead to domain admin access via ESC1 certificate abuse.
Use ADeleg and NetTools to quickly identify unsafe Active Directory permissions with no admin rights required.
Modify certificate templates to enable 'subject alternative name' and 'client authentication' flags to enable impersonation of domain admins.
Automate the entire attack chain using free tools like Certify 2 and Rubius to request Kerberos tickets via certificates.
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
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.”
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.”
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.”
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.”
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.
“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”
“This is one of the most dangerous attacks that I see in internal pen testing.”
“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.”
Host
Guest
Spencer Alessi
person
David Bombal
person
Locksmith
product
Certify
product
PNPT
other
CRTO
other
TryHackMe
other
HackTheBox
other
ADDeleg
product
ThreatLocker
organization
#568: 5-Minute Cyber Hacks Everyone Should Know (2026)
David Bombal • 36m • 3/31/2026
#570: 100 Terabit Smart Switches: What You Need to Know
David Bombal • 36m • 3/31/2026
#572: How Cisco Protects AI Agents in Modern Data Centers
David Bombal • 14m • 3/31/2026
#573: WhatsApp Hackers for Hire on the Dark Web (Surprisingly cheap)
David Bombal • 27m • 4/7/2026
#575: AI attackers are winning. Here is the SECRET to survive.
David Bombal • 1h 0m • 4/16/2026
Get the full intelligence
Search transcripts, export clips, track mentions, and explore all topics from “#574: Hacking Windows Active Directory in 10 minutes” inside PodZeus.
Start discovering podcast insights today
Start with a 7-day trial and explore a growing catalog of popular podcasts. No credit card required.
No credit card required • 7-day trial • Cancel anytime
