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HackFail.htb — When Curiosity Meets Consequence

  1. Ignoring UDP Ports: The box hides a TFTP (Trivial File Transfer Protocol) service on UDP port 69. Downloading a file called backup.cfg from TFTP reveals SSH keys.
  2. Assuming the Name is Literal: Do not let the word "fail" stop you. When you find a potential exploit, test it 50 times. The box’s error messages are designed to lie to you.
  3. Not Checking for Virtual Hosts: As mentioned earlier, this is the number one "aha" moment. Use gobuster vhost -u hackfail.htb -w /usr/share/wordlists/seclists/Discovery/DNS/subdomains-top1million-5000.txt.

Here is an analysis based on the likely interpretations of "hackfail.htb":

  • Gitea is the primary vector for gaining a foothold on this machine. Identifying the Vulnerability

    1. Enumeration Phase

    Happy hacking—and may your failures be few, or at least educational.

    Port 22 (SSH)

    : Open, but usually a dead end for initial footbeds.

    Vulnerability Identification

    After identifying open ports and services, the next step is to identify potential vulnerabilities.