7MS #353: Tales of Internal Pentest Pwnage - Part 1

7MS #353: Tales of Internal Pentest Pwnage - Part 1

Buckle up! This is one of my favorite episodes.

Today I'm kicking off a two-part series that walks you through a narrative of a recent internal pentest I worked on. I was able to get to Domain Admin status and see the "crown jewels" data, so I thought this would be a fun and informative narrative to share. Below are some highlights of topics/tools/techniques discussed:

Building a pentest dropbox

The timing is perfect - my pal Paul (from Project7) and Dan (from PlexTrac) have a two-part Webinar series on building your own $500 DIY Pentest Lab, but the skills learned in the Webinars translate perfectly into making a pentest dropbox. Head to our webinars page for more info.

Securing a pentest dropbox

What I did with my Intel NUC pentest dropbox is build a few VMs as follows:

  • Win 10 pro management box with Bitlocker drive encryption and Splashtop (not a sponsor) which I like because it offers 2FA and an additional per-machine password/PIN. I think I spent $100/year for it.

  • Kali attack box with an encrypted drive (Kali makes this easy by offering you this option when you first install the OS).

Scoping/approaching a pentest

From what I can gather, there are (at least) two popular schools of thought as it relates to approaching a pentest:

  • From the perimeter - where you do a lot of OSINT, phish key users, gain initial access, and then find a path to privilege from there.

  • Assume compromise - assume that eventually someone will click a phishing link and give bad guys a foothold on the network, so you have the pentester bring in a Kali box, plug it into the network, and the test begins from that point.

Pentest narrative

For one of the tests I worked on, here were some successes and challenges I had along the way:

Check out the show notes at 7MS.us as there's lots more good info there!

Episoder(701)

7MS #701: What I'm Working on This Week – Part 5

7MS #701: What I'm Working on This Week – Part 5

Hello friends!  This week I'm talking about what I'm working on this week, including: Preparing a talk called Should You Hire AI to Run Your Next Pentest for the Minnesota GOVIT Symposium. Playing with Lithnet AD password protection (I will show this live on next week's Tuesday TOOLSday). The Light Pentest logo contest has a winner!

14 Nov 18min

7MS #700: Pretender

7MS #700: Pretender

Today is episode 700 of the 7MinSec podcast! Oh my gosh. My mom didn't think we could do it, but we did. Instead of a big blowout with huge news, giveaways and special guests, today is a pretty standard issue episode with a (nearly) 7-minute run time! The topic of today's episode is Pretender (which you can download here and read a lot more about here).  The tool authors explain the motivation behind the tool: "We designed pretender with the single purpose to obtain machine-in-the-middle positions combining the techniques of mitm6 and only the name resolution spoofing portion of Responder." On a recent pentest, I used Pretender's "dry run" mode to find a hostname (that didn't exist) that a ton of machines were querying for, and poisoned requests just for that host.  This type of targeted poisoning snagged me some helpful hashes that I was able to crack/relay, all while minimizing the risk of broader network disruption!

7 Nov 8min

7MS #699: Pre-Travel Security Tips

7MS #699: Pre-Travel Security Tips

Today we discuss some pre-travel tips you can use before hopping on a plane to start a work/personal adventure. Tips include: Updating the family DR/BCP plan Lightening your purse/wallet Validating/testing backups and restores Ensuring your auto coverage is up to snuff

31 Okt 30min

7MS #698: Baby's First ProjectDiscovery

7MS #698: Baby's First ProjectDiscovery

Today I give a quick review of the cloud version of ProjectDiscovery (not a sponsor!).

24 Okt 24min

7MS #697: Pwning Ninja Hacker Academy – Part 4

7MS #697: Pwning Ninja Hacker Academy – Part 4

Today your pal and mine Joe "The Machine" Skeen pwn one of the two Ninja Hacker Academy domains! This pwnage included: Swiping service tickets in the name of high-priv users Dumping secrets from wmorkstations Disabling AV Extracting hashes of gMSA accounts We didn't get the second domain pwned, and so I was originally thinking about doing a part 5 in November, but changed my mind. Going forward, I'm thinking about doing longer, all-in-one hacking livestreams where we cover things like NHA from start to finish. My first thought would be to do one long livestream where we complete NHA start to finish. Would you be interested? Let me know at 7MinSec.club, as I'm thinking this could be an interesting piece of bonus content.

18 Okt 13min

7MS #696: Baby's First Security Ticketing System

7MS #696: Baby's First Security Ticketing System

In today's episode: I got a new podcast doodad I really like JitBit as a security ticketing system (not a sponsor) The Threat Hunting with Velociraptor 2-day training was great. Highly recommend. I got inspired to take this class after watching the 1-hour primer here.

10 Okt 27min

7MS #695: Tales of Pentest Pwnage - Part 78

7MS #695: Tales of Pentest Pwnage - Part 78

Today's tale of pentest pwnage involves: Using mssqlkaren to dump sensitive goodies out of SCCM Using a specific fork of bloodhound to find machines I could force password resets on (warning: don't do this in prod…read this!) Don't forget to check out our weekly Tuesday TOOLSday – live every Tuesday at 10 a.m. over at 7MinSec.club!

3 Okt 15min

7MS #694: Tales of Pentest Pwnage – Part 77

7MS #694: Tales of Pentest Pwnage – Part 77

Hey friends, today I talk about how fun it was two combine two cool pentest tactics, put them in a blender, and move from local admin to mid-tier system admin access (with full control over hundreds of systems)! The Tuesday TOOLSday video we did over at 7minsec.club will help bring this to life as well.

26 Sep 33min

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