With Sshuttle, we don’t need to configure Proxychains. Scenario: Attacker → Ubuntu → Windows jadu101@htb[/htb]$ sudo sshuttle -r ubuntu@10.129.202.64 172.16.5.0/23 -v Starting sshuttle proxy (version 1.1.0). c : Starting firewall manager with command: ['/usr/bin/python3', '/usr/local/lib/python3.9/dist-packages/sshuttle/__main__.py', '-v', '--method', 'auto', '--firewall'] fw: Starting firewall with Python version 3.9.2 fw: ready method name nat. c : IPv6 enabled: Using default IPv6 listen address ::1 c : Method: nat c : IPv4: on c : IPv6: on c : UDP : off (not available with nat method) c : DNS : off (available) c : User: off (available)