7MS #463: DIY Pentest Dropbox Tips - Part 5

7MS #463: DIY Pentest Dropbox Tips - Part 5

In the last two episodes of this series (#449 and #450) we've been diving into how to not only speed up the process of spinning up a DIY pentest dropbox, but how to automate nearly the entire build process!

In today's episode we talk specifically about how to streamline the Windows 10 build process. As previously mentioned, this article is awesome for creating a core Win 10 answer file that will format C:, setup a local admin, login once to the configured desktop and then do whatever things you want it to do. Personally, I like having a single batch file get fired off that:

  • Sets the timezone with tzutil /s "Central Standard Time"

  • Stops the VM from falling asleep with powercfg.exe -change -standby-timeout-ac 0

  • Grabs and runs a PS file that does a ton of downloading and unzipping of files with:

invoke-webrequest https://somesite/somefile.zip -outfile c:\somewhere\somefile.zip expand-archive c:\somewhere\somefile.zip -destinationpath "c:\somewhere\extracted\"
  • Installs Windows updates with:
Install-PackageProvider -name nuget -force Install-Module PSWindowsUpdate -force Import-Module PSWindowsUpdate Get-WindowsUpdate Install-WindowsUpdate -AcceptAll -IgnoreReboot
  • Sets a new name for the machine:
Write-Host "Picking a new name for this machine...you'll need to provide your admin pw to do so" Rename-Computer -LocalCredential administrator -PassThru Write-Host "New name accepted!"
  • Does a set of actions depending on the IP range with this code (which sets the IP address to a variable and then does stuff if the machine sits in that subnet):
$ip = ((ipconfig | findstr [0-9].\.)[0]).Split()[-1] f ($ip -like "192.168.0.*") { Invoke-Webrequest https://somesite/somefile.ps1 -OutFile c:\someplace\somefile.ps1 }

Also, I talk in this episode about how I try to host these "seed" files as securely as possible using Amazon Lightsail instances, the built-in firewall, and LetsEncrypt.

Episoder(720)

7MS #720: Tales of Pentest Pwnage – Part 84

7MS #720: Tales of Pentest Pwnage – Part 84

Hey friends! Today's another Tales of Pentest Pwnage! Quick tangent first on a couple side projects: I've got a music thing at quack.house (like the duck noise, not the drug) and a podcast with my dan...

1 Mai 43min

7MS #719: Baby's First OpenClaw

7MS #719: Baby's First OpenClaw

Hey friends! This week's episode is "Baby's First OpenClaw" – basically me shouting into the void hoping a smart listener will DM me and explain why this thing is supposed to be life-changing. Because...

24 Apr 28min

7MS #718: Fun Professional and Personal AI Project Ideas

7MS #718: Fun Professional and Personal AI Project Ideas

Hey friends! After last week's heavy episode about my wife's health scare in Punta Cana, today's is a lighter one. (Quick update: she's doing better – still recovering, but appetite's back and she's g...

17 Apr 28min

7MS #717: I Gave Up My Wife's PHI (And I'd Do It Again)

7MS #717: I Gave Up My Wife's PHI (And I'd Do It Again)

Hello friends! Today's episode is a bit of a detour from our usual content — it's part vacation horror story, part security/privacy confession. My wife got seriously ill during our spring break trip t...

10 Apr 48min

7MS #716: Tales of Pentest Pwnage – Part 83

7MS #716: Tales of Pentest Pwnage – Part 83

Today is my favorite pentest pwnage tale of 2026 – and maybe ever!  It centers around an ADCS abuse via an attack path I'd never seen before.  Tips include: Use Netexec to pull Powershell history Try...

3 Apr 33min

7MS #715: Tales of Pentest Pwnage – Part 82

7MS #715: Tales of Pentest Pwnage – Part 82

Hola friends!  Today's another fun tale of pentest pwnage.  This time we started with no credentials and then set off on the bumpy journey from no-cred zero to domain admin hero!  One specific referen...

27 Mar 20min

7MS #714: Tales of Pentest Pwnage – Part 81

7MS #714: Tales of Pentest Pwnage – Part 81

Hello friends!  We're back with a fun tale of internal network pentest pwnage.  This one highlights how AI can be used (with some guardrails!) to automate the boring stuff – and even help you pick par...

20 Mar 22min

7MS #713: How to Secure Your Community – Part 3

7MS #713: How to Secure Your Community – Part 3

Hello friends, in today's edition of How to Secure Your Community, I give a brief recap of part 1 and part 2, and then dive into some cool phone shortcuts you can setup so that with a single tap, you ...

13 Mar 31min

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