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 #607: How to Succeed in Business Without Really Crying - Part 15

7MS #607: How to Succeed in Business Without Really Crying - Part 15

Today we talk about some business-y things like: A pre first impressions opinion on Sysreptor Why I'm not worried about AI replacing manual pentesting (yet) My struggle with going "full CEO" vs. staying in the weeds and working on hands-on security projects

19 Tammi 202439min

7MS #606: Hacking OWASP Juice Shop (2024 edition)

7MS #606: Hacking OWASP Juice Shop (2024 edition)

Today our pals Bjorn Kimminich from OWASP and Paul from Project7 and TheUnstoppables.ai join us as we kick off a series all about hacking the OWASP Juice Shop, which is "probably the most modern and sophisticated insecure web application!" We got a few wins on the Juice Shop score board today: Found the score board Bullied the chatbot Fired a DOM XSS Located a confidential document Gave the Juice Shop a devastating zero stars review Fired a DOM XSS which played the OWASP Juice Shop Jingle

12 Tammi 202429min

7MS #605: Navigating the Demands of Tech Leadership with Amanda Berlin of Blumira

7MS #605: Navigating the Demands of Tech Leadership with Amanda Berlin of Blumira

Today our friend Amanda Berlin, Lead Incident Detection Engineer at Blumira, joins us to talk about being more mentally healthy in 2024! P.S. - did you miss Amanda's past visits to the program? Then check out episode 518, 536 and 588. Be sure to check out the next edition of Amanda's Defensive Security Handbook when it comes out in later January, 2024!

5 Tammi 202458min

7MS #604: A Two Tool Teaser

7MS #604: A Two Tool Teaser

Today we tease two upcoming tool releases (shooting for Q1, 2024): TCMLobbyBBQ - a Python script for PC players of The Texas Chain Saw Massacre game to help players get out of lobbies and into live games ASAP! The script uses PyAutoGUI to take screenshots of what part of the game you're in, then make appropriate key presses and mouse clicks to get into lobby queues, then alert you when the game actually starts! EvilFortiAuthenticator - this tool will allow you to steal administrator API tokens from FortiAuthenticator which can lead to full compromise of the physical device. Happy new year!

2 Tammi 202426min

7MS #603: Monitoring Your Tailscale Network with Uptime Kuma

7MS #603: Monitoring Your Tailscale Network with Uptime Kuma

Today I look at potentially replacing Splashtop and UptimeRobot (check out our episode about it here) with Tailscale and Uptime Kuma. The missing link (which I'd love some help with) is answering this security question: how can I setup Tailscale so that my 7MinSec testing box can connect to all these NUCs spread around the globe, but those NUCs cannot connect to each other (in case one is compromised)? Got some ideas? Let me know please!

24 Joulu 202328min

7MS #602: How to Succeed in Business Without Really Crying - Part 14

7MS #602: How to Succeed in Business Without Really Crying - Part 14

Today we're talkin' business! Specifically: How to (gently) say "no" to (some) client projects How to (politely) challenge end-of-year deadlines An idea I'm kicking around in the lab - where I might do away with UptimeRobot and Splashtop in favor of Tailscale and Uptime Kuma

15 Joulu 202344min

7MS #601: Breaking Up With Active Directory

7MS #601: Breaking Up With Active Directory

Today our pal Nate Schmitt (you may remember him from his excellent Dealing with Rejection: A DMARC Discussion Webinar) joins us to talk about breaking up with Active Directory. He covers: Why would you want to consider removing AD from your environment? What are common items to plan for? What steps should you take to efficiently plan a migration? What common challenges or considerations will you face?

11 Joulu 202327min

7MS #600: First Impressions of Using AI on Penetration Tests

7MS #600: First Impressions of Using AI on Penetration Tests

Hey friends, today I share my experience working with ChatGPT, Ollama.ai, PentestGPT and privateGPT to help me pentest Active Directory, as well as a machine called Pilgrimage from HackTheBox. Will AI replace pentesters as we know them today? In my humble opinion: not quite yet. Check out today's episode to hear more, and please join me on Wednesday, December 6 for my Webinar on this topic with Netwrix called Hack the Hackers: Exploring ChatGPT and PentestGPT in Penetration Testing!

1 Joulu 202322min

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