Successfully completed the Outbound HTB machine. Initial access was gained by exploiting CVE‑2025‑49113 in Roundcube 1.6.10 using Tyler’s credentials, which allowed remote code execution.

Investigation of Roundcube’s configuration revealed database credentials, enabling decryption of Jacob’s session data and retrieval of his plaintext password. Using this, SSH access was obtained to capture the user flag.

Privilege escalation was achieved via CVE‑2025‑27591 by exploiting a world-writable /var/log/below directory, allowing command execution as root and retrieval of the root flag. This walkthrough highlights the importance of secure configuration, patching, and proper permission management.

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Learn MoreHack The Box: Outbound Machine Walkthrough – Easy Difficulity