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(683)

7MS #499: Desperately Seeking a Super SIEM for SMBs - Part 6

7MS #499: Desperately Seeking a Super SIEM for SMBs - Part 6

Today we have some cool updates on this SIEM-focused series we've been doing for a while. Specifically, I want to share that one of these solutions can now detect three early (and important!) warning signs that bad things are happening in your environment: ASREPRoasting WDigest flag getting flipped (reg add HKLM\SYSTEM\CurrentControlSet\Control\SecurityProviders\WDigest /v UseLogonCredential /t REG_DWORD /d 1) Restricted admin mode getting enabled (reg add HKLM\System\CurrentControlSet\Control\Lsa /t REG_DWORD /v DisableRestrictedAdmin /d 0x0 /f) - see n00py's blog for more info

16 Joulu 202121min

7MS #498: Securing Your Mental Health - Part 2

7MS #498: Securing Your Mental Health - Part 2

Hi everybody, today we're continuing a series we started way back in June called Securing Your Mental Health. Today I talk about some easy and relatively cheap things I'm doing to try and shutdown negative thoughts, punch imposter syndrome in the face, and be an overall happier and more positive person.

13 Joulu 202117min

7MS #497: The Stress and Satisfaction of Offering Live Security Training

7MS #497: The Stress and Satisfaction of Offering Live Security Training

Hey friends, today I'm giving you a peek behind the curtain of our Light Pentest LITE training to talk about the software/hardware we use to make it sing, the growing pains - and OMG(!) moments - that forced us to build in more infrastructure redundancy, and the cool (and expensive!) cloud options we're considering to offer a self-paced version of the course.

2 Joulu 202151min

7MS #496: Tales of Pentest Pwnage - Part 30

7MS #496: Tales of Pentest Pwnage - Part 30

Today's tale of pentesting has a bunch of tips to help you maximize your pwnage, including: The new Responder DHCP poisoning module All the cool bells and whistles from CrackMapExec which now include new lsass-dumping modules! Speaking of lsass dumping, here's a new trick that works if you have Visual Studio installed (I bet it will be detected soon). I close out today's episode with a story about how my Cobalt Strike beacons got burned by a dating site!

24 Marras 202148min

7MS #495: Desperately Seeking a Super SIEM for SMBs - Part 5

7MS #495: Desperately Seeking a Super SIEM for SMBs - Part 5

Today we continue our SIEM/SOC evaluation series with a closer look at one particular managed solution and how it fared (very well) against a very hostile environment: the Light Pentest LITE pentesting course! Spoiler alert: this solution was able to detect: RDP from public IPs Password spraying Kerberoasting Mimikatz Recon net commands Hash dumping Hits on a "honey domain admin" account Users with non-expiring passwords Hits on the SSH/FTP/HTTP honeypot

17 Marras 202139min

7MS #494: Interview with Josh Burnham of Liquid Web

7MS #494: Interview with Josh Burnham of Liquid Web

10 Marras 202145min

7MS #493: 7MOIST - Part 2

7MS #493: 7MOIST - Part 2

Hey, remember back in episode #357 where we introduced 7MOIST (7 Minutes of IT and Security Tips)? Yeah, me neither :-). Anyway, we're back with the second edition of 7MOIST and have some cool pentesting and general IT tips that will hopefully make your life a little awesome-r: Stuck on a pentest because EDR keeps gobbling your payloads? SharpCradle might just save the day! CrackMapExec continues to learn new awesome tricks - including a module called slinky that plants hash-grabbing files on shares you have write access to! Browsing 17 folders deep in Windows Explorer and wish you could just pop a cmd.exe from right there? You can! Just click into the path where you're browsing, type cmd.exe, hit Enter and BOOM! Welcome to a prompt right at that folder!

4 Marras 20217min

7MS #492: Tales of Pentest Pwnage - Part 29

7MS #492: Tales of Pentest Pwnage - Part 29

Hello friends! We're long overdue for a tale of pentest pwnage, and this one is a humdinger! It's actually kind of three tales in one, focusing on pentesting wins using: Manual "open heart surgery" on the root of the Active Directory domain The new totally rad DHCP poisoning module of Responder An opportunity to abuse GPOs with SharpGPOAbuse (P.S. we talked about this tool about a year ago in episode 441)

28 Loka 202156min

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