7MS #449: DIY Pentest Dropbox Tips - Part 3
7 Minute Security7 Tammi 2021

7MS #449: DIY Pentest Dropbox Tips - Part 3

Happy new year! This episode continues our series on DIY pentest dropboxes with a focus on automation - specifically as it relates to automating the build of Windows 10, Windows Server 2019, Kali and Ubuntu VMs. Here's the resources I talk about in more detail on today's episode that helps make the automagic happen:

Windows VMs
This article from Windowscentral.com does a great job of walking you through building a Windows 10 unattended install. A key piece of the automation is the autounattend.xml file, which you can somewhat automatically build here, but I think you'll want to install the Windows System Image Manager to really get in the tech weeds and fully tweak that answer file. The handy AnyBurn utility will help you make ISOs out of your Windows 10 / Server 2019 customized builds.

Ubuntu VMs
I set out to build a Ubuntu 18.x box because Splashtop only supports a few Linux builds. I found a freakin' sweet project called Linux unattended installation that helps you build the preseed.cfg file (kind of like the Windows equivalent of an answer file). The area of preseed.cfg I've been spending hours dorking around with is:

d-i preseed/late_command string \

Under this section you can customize things to your heart's content. For example, you could automatically pull down and install all OS packages/updates and a bunch of third party utils you want:

in-target sh -c 'apt-get update'; \ in-target sh -c 'apt-get upgrade -y'; \ in-target sh -c 'apt-get install curl dnsrecon git net-tools nmap openssh-server open-vm-tools-desktop python3.8 python3-pip python-libpcap ubuntu-gnome-desktop unzip wget xsltproc -y'; \

Finally, the project provides a slick script that will wrap up your Ubuntu build plus an SSH key into a ready-to-go ISO:

build-iso.sh ~/.ssh/id_rsa.pub ~/Desktop/My-kool-kustomized-Ubuntu.iso

Awesome!

Kali VMs
There is some decent documentation on building a preseed.cfg file for Kali. But the best resource I found with some excellent prebuilt config file is this kali-preseed project.

Once your seed file is built, it's super easy to simply host it on a machine in your network and let Kali pull it during install. For example, if you've got a Linux box with Python on the network at 192.168.0.7, just make a temporary folder with the preseed.cfg file in it and then run:

sudo python3 -m http.server 80

Then, in your virtual environment, create a new VM and boot it to a Kali NetInstaller image. At the splash screen, hit Tab and it'll display a command line you can edit. Remove the line that says something like preseed/file=/cdrom/simple-cdd/default.preseed, add auto=true and then the URL path to your preseed file, such as url=http://192.168.0.7/preseed.cfg. The Kali will ask for a few questions, such as a username and hostname to configure, and then if you're watching your machine hosting preseed.cfg, you'll see your Kali machine grab the config file and take care of the rest from there!

Got a better/cooler/funner/faster/awesomer way to do this type of automation? Let us know!

Jaksot(682)

7MS #10: Information Security for the Whole Family – part 2 (audio)

7MS #10: Information Security for the Whole Family – part 2 (audio)

In this episode I talk more about some infosec-y things I’m doing on the home front to nurture a security culture (if you will) with my wife and kids. Download: Episode 10: Information Security for the Whole Family – part 2 (audio) Show notes: If you have kids and are considering a tablet for them,…

5 Huhti 20147min

7MS #9: Information Security for the Whole Family (audio)

7MS #9: Information Security for the Whole Family (audio)

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29 Maalis 20147min

7MS #8: CISSP – Is That the Cert for Me? (audio)

7MS #8: CISSP – Is That the Cert for Me? (audio)

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22 Maalis 20147min

7MS #7: External Vulnerabilities that Byte (audio)

7MS #7: External Vulnerabilities that Byte (audio)

Episode lucky #7!!! In this episode I talk about external network vulnerabilities that we see in many of our assessments – some of which are pretty easy to clear up. Download: Episode 7: External Vulnerabilities that Byte (audio) Show notes: RC4 – a risk that we find just about anywhere SSL is used, but in…

15 Maalis 20147min

7MS #6: Fun Firewall Rules – part 2 (audio)

7MS #6: Fun Firewall Rules – part 2 (audio)

In this episode I continue talking about some basic firewall rules that many organizations don’t have in place. Download: Episode 6: Fun Firewall Rules – part 2 (audio) Show notes: Limit outbound DNS requests to just the ISP servers (or whatever external servers you use). Anytime a firewall rule is changed, perform a vulnerability scan…

8 Maalis 20147min

7MS #5: Fun Firewall Rules – part 1 (audio)

7MS #5: Fun Firewall Rules – part 1 (audio)

In this episode I talk about some basic firewall rules that many organizations don’t have in place. Download: Episode 5: Fun Firewall Rules – part 1 (audio) Show notes: Block outbound port TCP 25 for all devices except your mail server(s). If you use a third party mail filter like Postini or Securence, ensure that…

1 Maalis 20147min

7MS #4: Patch Strategies: Part Deux (audio)

7MS #4: Patch Strategies: Part Deux (audio)

In this episode I continue talking about some dos and donts of patch strategies – this time talking about enterprise level gear. Download: Episode 4: Patch Strategies: Part Deux (audio) Show notes: There are often two trains of thought in regards to enterprise gear patching (like routers, switches, firewalls). 1. If it ain’t broke, don’t…

22 Helmi 20146min

7MS #3: Patch Strategies: Part 1 (audio)

7MS #3: Patch Strategies: Part 1 (audio)

In this episode I talk about some trends (and problems) we’re seeing on the patching front – specifically OS and third-party apps. Download: Episode 3: Patch Strategies: Part 1 (audio) Show notes: Most organizations have the Microsoft side of the house patched well – but the third party apps (Java/Flash/Reader/etc.)? Not so much…but that’s just…

13 Helmi 20147min

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