7MS #502: Building a Pentest Lab in Azure
7 Minute Security5 Tammi 2022

7MS #502: Building a Pentest Lab in Azure

Happy new year friends! Today I share the good, bad, ugly, and BROKEN things I've come across while migrating our Light Pentest LITE training lab from on-prem VMware ESXi to Azure. It has been a fun and frustrating process, but my hope is that some of the tips in today's episode will save you some time/headaches/money should you setup a pentesting training camp in the cloud.

Things I like

  • No longer relying on a single point of failure (Intel NUC, switch, ISP, etc.)

  • You can schedule VMs to auto-shutdown at a certain time each day, and even have Azure send you a notification before the shutdown so you can delay - or suspend altogether - the operation

Things I don't like

  • VMs are by default (I believe) joined to Azure AD, which I don't want. Here's how I got machines unjoined from Azure AD and then joined to my pwn.town domain:
dsregcmd /leave Add-Computer -DomainName pwn.town -Restart
  • Accidentally provision a VM in the wrong subnet? The fix may be rebuilding the flippin' VM (more info in today's episode).

  • Just about every operation takes for freakin' ever. And it's confusing because if you delete objects out of the portal, sometimes they don't actually disappear from the GUI for like 5-30 minutes.

  • Using backups and snapshots is archaic. You can take a snapshot in the GUI or PowerShell easy-peasy, but if you actually want to restore those snapshots you have to convert them to managed disks, then detach a VM's existing disk, and attach the freshly converted managed disks. This is a nightmare to do with PowerShell.

  • Deleting data is a headache. I understand Azure is probably trying to protect you against deleting stuff and not being able to get it back, but they night a right-click > "I know what I'm doing, DELETE THIS NOW" option. Otherwise you can end up in situations where in order to delete data, you have to disable soft delete, undelete deleted data, then re-delete it to actually make it go away. WTH, you say? This doc will help it make more sense (or not).

Things that are broken

  • Promiscuous mode - just plain does not work as far as I can tell. So I can't do protocol poisoning exercises with something like Inveigh.

  • Hashcat - I got CPU-based cracking working in ESXi by installing OpenCL drivers, but try as I may, I cannot get this working in Azure. I even submitted an issue to the hashcat forums but so far no replies.

On a personal note, it has been good knowing you because I'm about to spend all my money on a new hobby: indoor skydiving.

Jaksot(703)

7MS #647: How to Succeed in Business Without Really Crying – Part 19

7MS #647: How to Succeed in Business Without Really Crying – Part 19

Today we're talkin' business – specifically how to make your report delivery meetings calm, cool and collect (both for you and the client!).

25 Loka 202422min

7MS #646: Baby's First Incident Response with Velociraptor

7MS #646: Baby's First Incident Response with Velociraptor

Hey friends, today I'm putting my blue hat on and dipping my toes in incident response by way of playing with Velociraptor, a very cool (and free!) tool to find evil in your environment. Perhaps even better than the price tag, Velociraptor runs as a single binary you can deploy to spin up a server and then request endpoints to "phone home" to you by way of GPO scheduled task. The things I talk about in this episode and show in the YouTube stream are all based off of this awesome presentation from Eric Capuano, who also was kind enough to publish a handout to accompany the presentation. And on a personal note, I wanted to share that Velociraptor has got me interested in jumping face first into some tough APT labs provided by XINTRA. More to come on XINTRA's offering, but so far I'm very impressed!

18 Loka 202416min

7MS #645: How to Succeed in Business Without Really Crying - Part 18

7MS #645: How to Succeed in Business Without Really Crying - Part 18

Today I do a short travelogue about my trip to Washington, geek out about some cool training I did with Velociraptor, ponder drowning myself in blue team knowledge with XINTRA LABS, and share some thoughts about the conference talk I gave called 7 Ways to Panic a Pentester.

14 Loka 202431min

7MS #644: Tales of Pentest Pwnage – Part 64

7MS #644: Tales of Pentest Pwnage – Part 64

Hey! I'm speaking in Wanatchee, Washington next week at the NCESD conference about 7 ways to panic a pentester! Today's tale of pentest pwnage is a great reminder to enumerate, enumerate, enumerate! It also emphases that cracking NETLM/NETNTLMv1 isn't super easy to remember the steps for (at least for me) but this crack.sh article makes it a bit easier!

4 Loka 202441min

7MS #643: DIY Pentest Dropbox Tips – Part 11

7MS #643: DIY Pentest Dropbox Tips – Part 11

Today we continue where we left off in episode 641, but this time talking about how to automatically deploy and install a Ubuntu-based dropbox!  I also share some love for exegol as an all-in-one Active Directory pentesting platform.

27 Syys 202426min

7MS #642: Interview with Ron Cole of Immersive Labs

7MS #642: Interview with Ron Cole of Immersive Labs

Ron Cole of Immersive Labs joins us to talk pentest war stories, essential skills he learned while serving on a SOC, and the various pentest training and range platforms you can use to sharpen your security skills! Here are the links Ron shared during our discussion: VetSec Fortinet Veterans Program Immersive Labs Cyber Million FedVTE

23 Syys 202442min

7MS #641: DIY Pentest Dropbox Tips – Part 10

7MS #641: DIY Pentest Dropbox Tips – Part 10

Today we're revisiting the fun world of automating pentest dropboxes using Proxmox, Ansible, Cursor and Level. Plus, a tease about how all this talk about automation is getting us excited for a long-term project: creating a free/community edition of Light Pentest LITE training!

13 Syys 202427min

7MS #640: Tales of Pentest Pwnage – Part 63

7MS #640: Tales of Pentest Pwnage – Part 63

This was my favorite pentest tale of pwnage to date! There's a lot to cover in this episode so I'm going to try and bullet out the TLDR version here: Sprinkled farmer files around the environment Found high-priv boxes with WebClient enabled Added "ghost" machine to the Active Directory (we'll call it GHOSTY) RBCD attack to be able to impersonate a domain admin using the CIFS/SMB service against the victim system where some higher-priv users were sitting Use net.py to add myself to local admin on the victim host Find a vulnerable service to hijack and have run an evil, TGT-gathering Rubeus.exe – found that Credential Guard was cramping my style! Pulled the TGT from a host not protected with Credential Guard Figured out the stolen user's account has some "write" privileges to a domain controller Use rbcd.py to delegate from GHOSTY and to the domain controller Request a TGT for GHOSTY Use getST.py to impersonate CIFS using a domain admin account on the domain controller (important thing here was to specify the DC by its FQDN, not just hostname) Final move: use the domain admin ccache file to leverage net.py and add myself to the Active Directory Administrators group

7 Syys 202443min

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