7 Minute Security22 Mar 2019

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!

Denne episoden er hentet fra en åpen RSS-feed og er ikke publisert av Podme. Den kan derfor inneholde annonser.

Episoder(736)

7MS #736: Securing Your Family During and After a Disaster – Part 9

Hey friends! Today's another slice of our Securing Your Family During and After a Disaster miniseries, and fair warning — it's a bit of a Friday mood-ruiner. It's been almost two months since my dad p...

21 Aug 29min

7MS #735: Baby's First Cloudflare Tunnel

Hey friends! Today's episode has a new-to-me toy up front and some podcast housekeeping on the back half – all recorded with a raging case of the anxious parent giggidies, because my son Atticus had a...

14 Aug 24min

7MS #734: Insight Recon

Hey friends! Today's episode is a two-parter: some security stuff up front, and then a big ol' personal celebration on the back half. If you're strictly here for the security bits, I love you and you'...

7 Aug 32min

7MS #733: Tales of Pentest Pwnage – Part 87

Hey friends! Today's episode comes to you from a parking lot in the rain, with a mint hot cocoa in hand and your host absolutely dragging his butt (D-R-A-G-G-I-N-G, not D-R-A-G-O-N – I've never seen a...

31 Jul 23min

7MS #732: Tales of Pentest Pwnage – Part 86

Hey friends! Welcome back to another Tales of Pentest Pwnage — my favorite mini-series where I share the good, the bad, and the "why didn't I check THAT first?!" moments from real-world engagements. T...

24 Jul 40min

7MS #731: CARTP – Cloud Red Team Tactics for Attacking and Defending Azure – THE FINAL CHAPTER!

Hey friends! Fair warning: today's episode is a bit of an emotional rollercoaster — we've got a big security win, some honest lab feedback, and a very personal share about my dad's funeral. Buckle up....

17 Jul 53min

7MS #730: Baby's First Project Swarm

Hey friends! Still your grieving pal over here, but also your swarming friend and Protecting My Network Edge host — because this week I've been tinkering with something called Project Swarm and I've g...

10 Jul 25min

7MS #729: Pwning Dracarys

Hey friends! Still your grieving pal over here, but also your happy hacking host — because today we're diving into baby's first Dracarys! (Yes, I'm probably pronouncing that wrong. Yes, I'm going to k...

4 Jul 18min