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 #66: I’m Excited to Go Phishing – Part 2 (audio)

7MS #66: I’m Excited to Go Phishing – Part 2 (audio)

This is a follow-up to episode #63, discussing the results of a fun phishing campaign I recently completed. 7MS #66: I’m Excited to Go Phishing – Part 2 (audio)

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7MS #65: OFFTOPIC-Still Alice (audio)

7MS #65: OFFTOPIC-Still Alice (audio)

Warning, this episode is off topic and has NOTHING to do with infosec! Nope! Instead, it’s a review of the movie Still Alice. Yep. That happened. 7MS #65: OFFTOPIC-Still Alice (audio)

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7MS #64: Wifi Sniffing is Fun-Part 1 (audio)

7MS #64: Wifi Sniffing is Fun-Part 1 (audio)

I got a fun project involving wireless sniffing, followed up by scraping through packets looking for credit card data! Here’s part 1, which talks about about software/hardware you might need to do this the right way. 7MS #64: Wifi Sniffing is Fun-Part 1 (audio)

28 Touko 20157min

7MS #63: I’m Excited to Go Phishing (audio)

7MS #63: I’m Excited to Go Phishing (audio)

This week I’ll be launching a phishing campaign against an organization that has been well trained to defend against such malicious attacks and links! Will this organization break my company’s 100% success rate for phishing, or will I be able to craft an email to fool at least one person? 7MS #63: I’m Excited to…

21 Touko 20157min

7MS #62: You Should Run LAPS (audio)

7MS #62: You Should Run LAPS (audio)

I’m excited about this! Microsoft has released a tool called Local Administrator Password Solution to help administrators manage local admin credentials for domain-joined machines. Check out this article for more information, and please contact me if you end up running this, as I’d love to hear about your experience. 7MS #62: You Should Run LAPS…

19 Touko 20157min

7MS #61: Why Local Admin Rights Suck (audio)

7MS #61: Why Local Admin Rights Suck (audio)

Users running as local admins on their machine are a big risk! This episode discusses some reasons why, and also here is the link to the Avecto study I mention regarding how many Microsoft vulnerabilities would be thwarted by removing admin rights. 7MS #61: Why Local Admin Rights Suck (audio)

14 Touko 20158min

7MS #60: How Not to Suck at Customer Service (audio)

7MS #60: How Not to Suck at Customer Service (audio)

This episode was inspired by two awesome customer service experiences I had in the past week. It got me thinking: how can we as infosec professionals suck less with our customer service approach? 7MS #60: How Not to Suck at Customer Service (audio)

12 Touko 20158min

7MS #59: Traveling with a Red Giant – Part 2 (audio)

7MS #59: Traveling with a Red Giant – Part 2 (audio)

A few episodes back I talked about Red Giant, a cool service that provides you with a pre-paid debit card that can be controlled/locked with your phone. I finally got my card working, and this episode’s about some cool things I learned about it. 7MS #59: Traveling with a Red Giant – Part 2 (audio)

7 Touko 20157min

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