Cct2019: Tryhackme

User chester may run the following commands on cct2019: (ALL : ALL) NOPASSWD: /usr/bin/python3 /opt/backup.py The /opt/backup.py script contains a system backup routine. However, because we have write access to the directory, we can modify the script. When chester executes it via sudo , our malicious code runs as root.

After gaining a basic shell (e.g., via a reverse shell payload injected into the template), we navigate to /home/chester or /home/user to find user.txt . Content of user.txt: A 32-character hash (typical for TryHackMe rooms). Step 3: Lateral Movement and System Enumeration The shell we obtain is low-privileged (usually www-data or a similar service account). To move toward root.txt , we must enumerate the system thoroughly. Key Enumeration Commands: whoami id uname -a sudo -l cat /etc/crontab find / -perm -4000 2>/dev/null # SUID binaries Interesting Discovery: Running sudo -l reveals that the chester user (or a similar low-priv user) can run a specific binary as root without a password: cct2019 tryhackme

For those searching for , you are likely looking for a detailed walkthrough, hints for the infamous user.txt and root.txt flags, or an understanding of why this room is a rite of passage for aspiring penetration testers. This article will serve as a complete guide—covering the room’s premise, reconnaissance, exploitation, privilege escalation, and key takeaways. What is the CCT2019 TryHackMe Room? CCT2019 (short for CyberChess Tournament 2019 ) is a medium-difficulty room on TryHackMe created by a renowned community member. Unlike simple boot-to-root machines, this room simulates a realistic corporate environment with a twist—you are investigating an employee’s compromised machine to uncover evidence of a data breach. User chester may run the following commands on