7MS #502: Building a Pentest Lab in Azure

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.

Episoder(683)

7MS #668: Tales of Pentest Pwnage – Part 69

7MS #668: Tales of Pentest Pwnage – Part 69

Hola friends! Today’s tale of pentest pwnage talks about abusing Exchange and the Azure ADSync account! Links to the discussed things: adconnectdump – for all your ADSync account dumping needs! Adam Chester PowerShell script to dump MSOL service account dacledit.py (part of Impacket) to give myself full write privileges on the MSOL sync account: dacledit.py -action ‘write’ -rights ‘FullControl’ -principal lowpriv -target MSOL-SYNC-ACCOUNT -dc-ip 1.2.3.4 domain.com/EXCHANGEBOX$ -k -no-pass Looking to tighten up your Exchange permissions – check out this crazy detailed post

28 Mar 30min

7MS #667: Pentesting GOAD SCCM - Part 2!

7MS #667: Pentesting GOAD SCCM - Part 2!

Hey friends, our good buddy Joe “The Machine” Skeen and I are back this week with part 2 (check out part 1!) tackling GOAD SCCM again!  Spoiler alert: this time we get DA!  YAY! Definitely check out these handy SCCM resources to help you – whether it be in the lab or IRL (in real life): GOAD SCCM walkthrough MisconfigurationManager – tremendous resource for enumerating/attacking/privesc-ing within SCCM This gist from Adam Chester will help you decrypt SCCM creds stored in SQL

21 Mar 28min

7MS #666: Tales of Pentest Pwnage – Part 68

7MS #666: Tales of Pentest Pwnage – Part 68

Today we have a smattering of miscellaneous pentest tips to help you pwn all the stuff! Selective Snaffling with Snaffler The importance of having plenty of dropbox disk space – for redundant remote connectivity and PXE abuse! TGTs can be fun for SMB riffling, targeted Snaffling, netexec-ing and Evil-WinRMing!

14 Mar 45min

7MS #665: What I'm Working on This Week - Part 2

7MS #665: What I'm Working on This Week - Part 2

Hello there friends, I’m doing another “what I’m working on this week” episode which includes: BPATTY v1.6 release – big/cool/new content to share here PWPUSH – this looks to be an awesome way (both paid and free) to securely share files and passwords

7 Mar 28min

7MS #664: What I’m Working on This Week

7MS #664: What I’m Working on This Week

In today’s episode I talk about what I’m working on this week, including: Playing with Sliver C2 and pairing it with ShellcodePack Talking about Netexecer, my upcoming tool that helps automate some of the early/boring stuff in an internal pentest A gotcha to watch out for if utilizing netexec’s MSSQL upload/download functionality

28 Feb 25min

7MS #663: Pentesting GOAD SCCM

7MS #663: Pentesting GOAD SCCM

Today we live-hack an SCCM server via GOAD SCCM using some attack guidance from Misconfiguration Manager!  Attacks include: Unauthenticated PXE attack PXE (with password) attack Relaying the machine account of the MECM box over to the SQL server to get local admin

21 Feb 29min

7MS #662: Pentesting Potatoes - Part 2

7MS #662: Pentesting Potatoes - Part 2

Hi friends, today we're talking about pentesting potatoes (not really, but this episode is sort of a homage to episode 333 where I went to Boise to do a controls assessment and ended up doing an impromptu physical pentest and social engineer exercise).  I talk about what a blast I'm having hunting APTs in XINTRA LABS, and two cool tools I'm building with the help of Cursor: A wrapper for Netexec that quickly finds roastable users, machines without SMB signing, clients running Webclient and more. A sifter of Snaffler-captured files to zero in even closer on interesting things such as usernames and passwords in clear text.

14 Feb 37min

7MS #661: Baby’s First Hetzner and Ludus – Part 2

7MS #661: Baby’s First Hetzner and Ludus – Part 2

Today we continue our journey from last week where we spun up a Hetzner cloud server and Ludus.cloud SCCM pentesting range!  Topics include: Building a Proxmox Backup Server (this YouTube video was super helpful) Bridging a second WAN IP to the Hetzner/Ludus server Wrestling with the Hetzner (10-rule limit!) software firewall When attacking SCCM – you can get a version of pxethief that runs in Linux!

8 Feb 37min

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