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(682)

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

7MS #599: Baby's First Responsible Disclosure

7MS #599: Baby's First Responsible Disclosure

Today we talk about our first experience working through the responsible disclosure process after finding vulnerabilities in a security product. We cannot share a whole lot of details as of right now, but wanted to give you some insight into the testing/reporting process thus far, which includes the use of: BulletsPassView MITMsmtp mitmproxy

25 Marras 202338min

7MS #598: Hacking Billy Madison - Part 4

7MS #598: Hacking Billy Madison - Part 4

Today our good buddy Paul and I keep trying to hack the VulnHub machine based on the movie Billy Madison (see part 1 and 2 and 3). In today's final chapter, Paul and I: Find Eric's secret SSH back door Locate and decrypt a hidden file with Billy's homework Build wordlists with cewl Save Billy from the evil clutches of Eric Gordon!!!

17 Marras 202324min

7MS #597: Let's JAMBOREE (Java-Android-Magisk-Burp-Objection-Root-Emulator-Easy) with Robert McCurdy

7MS #597: Let's JAMBOREE (Java-Android-Magisk-Burp-Objection-Root-Emulator-Easy) with Robert McCurdy

Today we had a blast talking with Robert McCurdy about JAMBOREE (Java-Android-Magisk-Burp-Objection-Root-Emulator-Easy)! JAMBOREE allows you to quickly spin up a portable Git/Python/Java environment and much more! From a pentesting POV, you can whip up an Android pentesting environment, BloodHound/SharpHound combo, Burp Suite...the list goes on!

11 Marras 202332min

7MS #596: How to Succeed in Business Without Really Crying - Part 13

7MS #596: How to Succeed in Business Without Really Crying - Part 13

After about a year break (last edition of this series was in October, 2022, we're back with an updated episode of How to Succeed in Business Without Really Crying. We cover: Why we're not planning on selling the business any time soon Fast Google Dorks Scan Using ProtonVPN via command line Our pre first impressions of a pentesting SaaS tool you've almost definitely heard of

4 Marras 202331min

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