ターゲット // MeatHead
PlatformOffSec Proving Grounds
OSWindows
DifficultyHard
IP192.168.206.70

Enumeration

Nmap

▶ Nmap output
PORT     STATE SERVICE       VERSION
80/tcp   open  http          Microsoft IIS httpd 10.0
135/tcp  open  msrpc         Microsoft Windows RPC
139/tcp  open  netbios-ssn   Microsoft Windows netbios-ssn
445/tcp  open  microsoft-ds  Microsoft Windows Server 2008 R2 - 2012 microsoft-ds
1221/tcp open  ftp           Microsoft ftpd
1435/tcp open  ms-sql-s      Microsoft SQL Server 2017 14.00.1000.00; RTM
3389/tcp open  ms-wbt-server Microsoft Terminal Services
5985/tcp open  http          Microsoft HTTPAPI httpd 2.0 (WinRM)

Windows Server 2019 box — the 445 fingerprint reads 2008 R2 - 2012, but that SMB banner is unreliable; systeminfo from the shell later confirms Server 2019. The interesting detail is the two services parked on non-standard ports: FTP on 1221 and MSSQL on 1435. IIS on 80 serves nothing useful, so the FTP is the way in.