Checker is a hard-level Linux machine running Teampass and Bookstack on separate ports. The Teampass version has a SQL injection vulnerability CVE-2023-1545 that can be exploited to obtain user password hashes. By cracking these hashes, we get the password for the Teampass user bob. Logging into Teampass reveals credentials for both Bookstack user bob and the SSH user reader. Attempting SSH login as reader user shows that two-factor authentication is enabled. Meanwhile, the Bookstack version is vulnerable to CVE-2023-6199, a local file read flaw via Blind SSRF, which can be exploited to retrieve the 2FA secret key for the reader user’s SSH account, enabling successful SSH login. We reverse engineer a binary for privilege escalation to root to discover a command injection vulnerability, which we then exploit using a custom script.