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 #558: How to Build a Vulnerable Pentest Lab - Part 2

7MS #558: How to Build a Vulnerable Pentest Lab - Part 2

Today we continue part 2 of a series we started a few weeks ago all about building a vulnerable pentesting lab. Check out the video above, and here are the main snippets of code and tips to get you going: Use Youzer to import a bunch of bogus users into your Active Directory: sudo python ./youzer.py --generate --generate_length 20 --ou "ou=Contractors,dc=brifly,dc=us" --domain brifly.us --users 1000 --output lusers.csv Make a Kerberoastable user: New-AdUser -Name "Kerba Roastable" -GivenName "Kerba" -Surname "Roastable" -SamAccountName Kerba -Description "ROASTED!" -Path "OU=Contractors,DC=brifly,DC=us" -AccountPassword (ConvertTo-SecureString "Password1" -AsPlainText -force) -passThru -PasswordNeverExpires $true enable-adaccount Kerba setspn -a IIS_SITE/brifly-dc01.brily.us:77777 briflyus\kerba

7 Helmi 202322min

7MS #557: Better Passive Network Visibility Using Teleseer

7MS #557: Better Passive Network Visibility Using Teleseer

Today we're talking about Teleseer, which is an awesome service to give you better network visibility - whether you're on the blue, red or purple team! It all starts with a simple packet capture, and ends with gorgeous visuals and insight into what the heck is on your network and - from a pentester's perspective - delicious vulnerabilities that may lie within!

27 Tammi 20237min

7MS #556: How to Build a Vulnerable Pentest Lab

7MS #556: How to Build a Vulnerable Pentest Lab

Today's episode is brought to us by our friends at Blumira! Today we kick off a series all about building your own vulnerable pentest lab from scratch, specifically: Spinning up a domain controller with a few lines of PowerShell Installing Active Directory Domain Services Setting up an intentionally cruddy password policy Baking in the MS14-025 vulnerability P.S. if you're looking for a more automated/push-button solution to get up and going with a lab to play in, check out some of these options: https://github.com/Orange-Cyberdefense/GOAD https://automatedlab.org/en/latest/ https://github.com/microsoft/MSLab https://github.com/davidprowe/BadBlood https://github.com/cliffe/secgen https://github.com/WazeHell/vulnerable-AD

20 Tammi 20237min

7MS #555: Light Pentest eBook 1.1 Release

7MS #555: Light Pentest eBook 1.1 Release

Today we're releasing version 1.1 of our Light Pentest eBook. Changes discussed in today's episode (and shown live in the accompanying YouTube video) include: Some typos and bug fixes A new section on finding systems with unconstrained delegation and exploiting them A new section on finding easily pwnable passwords via password spraying A new section relaying credentials with MITM6 (be careful using some of its options - read this New ways (and some words of warning) to dump hashes from Active Directory

13 Tammi 20237min

7MS #554: Simple Ways to Test Your SIEM

7MS #554: Simple Ways to Test Your SIEM

Today we talk about Simple Ways to Test Your SIEM. Feel free to check out the YouTube version of this presentation, as well as our interview with Matt from Blumira for even more context, but here are the essential tools and commands covered: Port scanning nmap 10.0.7.0/24 - basic nmap scan massscan -p1-65535,U:1-65535 --rate=1000 10.0.7.0/24 -v - scan all 65k+ TCP and UDP ports! Password spraying Rubeus.exe spray /password:Winter2022! /outfile:pwned.txt - try to log into all AD accounts one time with Winter2022! as the password, and save any pwned creds to pwned.txt Kerberoasting and ASREPRoasting rubeus.exe kerberoast /simple rubeus asreproast /nowrap Key group membership changes net group "GROUP NAME" user-to-add-to-a-group /add Dump Active Directory hashes cme smb IP.OF.THE.DOMAINCONTROLLER -u user -p password --ntds --enabled ntdsutil "ac i ntds" "ifm" "create full c:\dc-backup" q q SMB share hunting Invoke-HuntSMBShares -Threads 100 -OutputDirectory C:\output - SMB enumeration using PowerHuntShares

6 Tammi 202359min

7MS #553: The Artificial Intelligence Throat Burn Episode

7MS #553: The Artificial Intelligence Throat Burn Episode

Hey friends, today's episode is hosted by an AI from Murf.ai because I suffered a throat injury over the holidays and spent Christmas morning in the emergency room! TLDL: I'm fine, but if you want the (sort of) gory details and an update on my condition after my ENT appointment, check out today's episode. Otherwise, we'll see you next week when our regularly scheduled security content continues in 2023. Merry belated Christmas, happy holidays and happiest of new year to you and yours!

30 Joulu 20225min

7MS #552: Tales of Pentest Pwnage - Part 45

7MS #552: Tales of Pentest Pwnage - Part 45

SafePass.me is the only enterprise solution to protect organizations against credential stuffing and password spraying attacks. Visit safepass.me for more details, and tell them 7 Minute Security sent you to get a 10% discount! Today's tale of pentest pwnage covers some of the following attacks/tools: Teleseer for packet capture visualizations on steroids! Copernic Desktop Search Running Responder as Responder.py -I eth0 -A will analyze traffic but not poison it I like to run mitm6 in one window with mitm6.py -i eth0 -d mydomain.com --no-ra --ignore-nofqdn and then in another window I do ntlmrelayx.py -6 -wh doesntexist -t ldaps://ip.of.the.dc -smb2support --delegate-access > relaysRphun.log - that way I always have a log of everything happening during the mitm6 attack Vast.ai looks to be a cost-effective way to crack hashes in the cloud (haven't tested it myself yet)

24 Joulu 202257min

7MS #551: Interview with Matt Warner of Blumira

7MS #551: Interview with Matt Warner of Blumira

Today we welcome our pal Matthew Warner (CTO and co-founder of Blumira) back to the show for a third time (his first appearance was #507 and second was #529). I complained to Matt about how so many SIEM/SOC solutions don't catch early warning signs of evil things lurking in customer networks. Specifically, I whined about 7 specific, oft-missed attacks like port scanning, Kerberoasting, ASREPRoasting, password spraying and more. (Shameless self-promotion opportunity: I will be discussing these attacks on an upcoming livestream on December 29). Matt dives into each of these attacks and shares some fantastic insights into what they look like from a defensive perspective, and also offers practical strategies and tools for detecting them! Note: during the discussion, Matt points out a lot of important Active Directory groups to keep an eye on from a membership point of view. Those groups include: ASAAdmins Account Operators Administrators Administrators Backup Operators Cert Publishers Certificate Service DCOM DHCP Administrators Debugger Users DnsAdmins Domain Admins Enterprise Admins Enterprise Admins Event Log Readers ExchangeAdmins Group Policy Creator Owners Hyper-V Administrators IIS_IUSRS IT Compliance and Security Admins Incoming Forest Trust Builders MacAdmins Network Configuration Operators Schema Admins Server Operators ServerAdmins SourceFireAdmins WinRMRemoteWMIUsers WorkstationAdmins vCenterAdmins

16 Joulu 20221h 10min

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