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Today's episode is all about creating and deploying your own pentest dropbox! In part 1 I talked about some "gotchas" but this time around I'm ready to dump a whole slug of specific and updated tips on ya! Below are the tips covered in this episode that are better read than said:

For the Windows VM

  • Turn on RDP with PowerShell:
Set-ItemProperty -Path 'HKLM:\System\CurrentControlSet\Control\Terminal Server'-name "fDenyTSConnections" -Value 0

Enable-NetFirewallRule -DisplayGroup "Remote Desktop"
  • Change time zone with command line:
tzutil /s "Central Standard Time"
  • Install Chrome with PowerShell:
$LocalTempDir = $env:TEMP; $ChromeInstaller = "ChromeInstaller.exe"; (new-object System.Net.WebClient).DownloadFile('', "$LocalTempDir\$ChromeInstaller"); & "$LocalTempDir\$ChromeInstaller" /silent /install; $Process2Monitor = "ChromeInstaller"; Do { $ProcessesFound = Get-Process | ?{$Process2Monitor -contains $_.Name} | Select-Object -ExpandProperty Name; If ($ProcessesFound) { "Still running: $($ProcessesFound -join ', ')" | Write-Host; Start-Sleep -Seconds 2 } else { rm "$LocalTempDir\$ChromeInstaller" -ErrorAction SilentlyContinue -Verbose } } Until (!$ProcessesFound)
  • Install PowerUpSQL:
Install-Module -Name PowerUpSQL
  • Turn off sleepy time:
powercfg.exe -change -standby-timeout-ac 0
  • Install DotNet 3.5:
dism /online /Enable-Feature /FeatureName:"NetFx3"

For the Kali VM

  • Refresh the SSH keys:
apt install openssh-server -y
mkdir /etc/ssh/default_keys
mv /etc/ssh/ssh_host_* /etc/ssh/default_keys/
dpkg-reconfigure openssh-server
systemctl enable ssh.service
systemctl start ssh.service
  • Get SharpHound and Mimikatz:

  • Install pypykatz
sudo pip3 install pypykatz
  • Install CrackMapExec binaries (which at time of this publication is this one):
curl -L -o