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(684)

7MS #139: Securing Your Life - Part 2

7MS #139: Securing Your Life - Part 2

Back in episode #93 I talked about securing your life - in other words, asking yourself "What would happen if I was dead right now? Do I have adequate insurance? Are my finances in order? How about estate planning?" This episode continues that train of thought, and I share some new changes I've made in my "life security" department.

8 Jan 20168min

7MS #138: OFF-TOPIC - The Hateful Eight

7MS #138: OFF-TOPIC - The Hateful Eight

Looks like I'm one of the few people in the world who did NOT love this movie. I found it painful slow and claustrophobic. #diappointed.

7 Jan 20168min

7MS #137: OFFTOPIC-Welcome to Leith

7MS #137: OFFTOPIC-Welcome to Leith

This off-topic episode talks about one of the most gripping and disturbing documentaries I've ever seen. Welcome to Leith, in a nutshell, asks the question: What would you do if a white supremacist group moved in next door?

6 Jan 20168min

7MS #136: Python for Newbs

7MS #136: Python for Newbs

One skill that's been kind of a hinderance in my IT/security career is I have exactly zero experience in programming/coding. Zero. Zip. Nil. Nada. Nothing.. But I'm trying to remedy that in 2016 by learnin' me some Python, and I picked up a great book called Python Crash Course, which has been exactly what this newb needed. At the time of publishing, you can get 30% off with the coupon code CRASHCOURSE!

5 Jan 20169min

7MS #135: I Got a New Job - Part 4

7MS #135: I Got a New Job - Part 4

This is a four-part series about my transition to a new job! The topics are as follows: * Part 1: When it may be time to look for a new job (or not) * Part 2: How to stand out during phone screenings and interviews * Part 3: How to gracefully transition from old job to new job * Part 4: Here's what I'm doing in my new gig!

4 Jan 20168min

7MS #134: I Got a New Job - Part 3

7MS #134: I Got a New Job - Part 3

This is a four-part series about my transition to a new job! The topics are as follows: Part 1: When it may be time to look for a new job (or not) Part 2: How to stand out during phone screenings and interviews Part 3: How to gracefully transition from old job to new job Part 4: Here's what I'm doing in my new gig!

1 Jan 20169min

7MS #133: I Got a New Job - Part 2

7MS #133: I Got a New Job - Part 2

This is a four-part series about my transition to a new job! The topics are as follows: Part 1: When it may be time to look for a new job (or not) Part 2: How to stand out during phone screenings and interviews Part 3: How to gracefully transition from old job to new job Part 4: Here's what I'm doing in my new gig!

1 Jan 20168min

7MS #132: I Got a New Job - Part 1

7MS #132: I Got a New Job - Part 1

This is a four-part series about my transition to a new job! The topics are as follows: Part 1: When it may be time to look for a new job (or not) Part 2: How to stand out during phone screenings and interviews Part 3: How to gracefully transition from old job to new job Part 4: Here's what I'm doing in my new gig!

1 Jan 20167min

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