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Tryhackme Cct2019

TryHackMe CCT2019 — Quick Community Post

Looking for a compact walkthrough and tips for the TryHackMe CCT2019 challenge (Capture the Flag / competition track)? Here’s a focused, shareable post you can use on Discord, a forum, or social feed.

Summary

  • Challenge: TryHackMe CCT2019 — a timed CTF-style room focused on web exploitation, enumeration, and privilege escalation.
  • Goal: Capture flags across web, service, and host-based tasks by enumerating, exploiting vulnerabilities, and escalating privileges.

Key steps (practical workflow)

  1. Recon
    • Nmap all ports; run service version detection and scripts.
    • Use gobuster/dirsearch on webhosts to find hidden endpoints.
  2. Enumeration
    • Enumerate web app parameters, login pages, and files (robots.txt, .git, backups).
    • Check for common misconfigs: exposed panels, eval/exec endpoints, file uploads.
    • Enumerate users via SMB/SSH/LDAP if available.
  3. Exploitation
    • Test SQLi, LFI/RFI, file upload, and deserialization vectors on web forms.
    • Use discovered credentials on all services (SSH, FTP, SMB).
    • Try common exploits for exposed versions (search exploit-db).
  4. Post-exploitation & Privilege Escalation
    • After initial access, collect /etc/passwd, sudo privileges, setuid binaries, cron jobs.
    • Use LinPEAS/WatSon-like checks and manual checks for misconfigured services or credentials in files.
    • Check for private keys, API tokens, and plain-text passwords in configuration files and webroots.
  5. Capture flags
    • Search common locations: /root, /home, webroot, backup files, hidden directories.
    • Remember flags may be in non-obvious files (images, logs, database dumps).

Tools to run

  • Port & service: nmap
  • Web discovery: gobuster, dirsearch
  • Web testing: Burp Suite, sqlmap, wfuzz
  • Enumeration: enum4linux, smbclient, nikto
  • Post-exploit: ssh, netcat, wget/curl, LinPEAS

Tips & pitfalls

  • Try credentials everywhere — reuse is common.
  • Automated tools help, but manual inspection often finds logic flaws and hidden files.
  • Don’t ignore low-privilege shells; they often lead to keys or cron jobs for escalation.
  • Keep a clear notes file (flags found, credentials, pivot points) for fast reporting.

Short checklist (copy/paste)

  • [ ] Nmap all ports + versions
  • [ ] Gobuster webdirs
  • [ ] Check robots.txt, .git, backups
  • [ ] Test SQLi/LFI/file upload
  • [ ] Try discovered creds across services
  • [ ] Run LinPEAS / manual priv-esc checks
  • [ ] Search for flags in standard & unusual locations

If you want, I can convert this into:

  • A brief step-by-step writeup for a blog post
  • A checklist formatted for Markdown or a Trello card
  • A short tweet/thread-ready version

Which format do you want?

is a "legacy" collection of challenges originally built for the U.S. Navy Cyber Competition Team 2019 assessment. It is rated as

difficulty and is designed to test deep analytical reasoning rather than quick exploitation speed. Challenge Breakdown

The room is structured as a series of assessment tasks rather than a typical "grab-the-flag" box. Key focus areas include: Network Forensics (PCAP Analysis):

Requires deep inspection of packet captures to identify traffic reconstruction and recover payloads from raw captures. Reverse Engineering:

You must reverse engineer binaries to understand execution logic instead of just searching for simple strings. Cryptography: tryhackme cct2019

Includes layered crypto challenges where each step depends on the correct interpretation of previous findings. For example, one known solution for the

task involves concatenating a keyboard layout name three times in lowercase. Digital Forensics:

The challenges often include misleading paths and "rabbit holes" to test your ability to validate evidence under pressure. Key Tips for Completion Zero Trust Mindset:

Treat every artifact as potentially misleading. Validate every piece of evidence before proceeding to the next step. Time Management: The room has a suggested duration of 180 minutes

, but its complexity often requires more time for thorough analysis. Community Resources:

If you get stuck, there are walkthroughs available on platforms like for specific tasks such as specific task

within the CCT2019 room, such as the PCAP or reverse engineering challenges?

The CCT2019 room on TryHackMe is a collection of legacy challenges from the US Navy Cyber Competition Team 2019 Assessment, sponsored by the US TENTH Fleet. It is rated as Insane difficulty and focuses on an analytical journey through multiple disciplines, including PCAP analysis, cryptography, and digital forensics. The Story of the Assessment

The narrative of CCT2019 isn't a traditional lore-heavy story, but rather a sequence of high-stakes technical investigations that mirror a military cyber assessment.

Task 1 & 2: Network Forensics (PCAP)The journey begins with intense PCAP analysis, where you act as a digital detective sifting through network traffic to identify suspicious activity and exfiltrated data.

Task 3: Historical CryptographyThe mission shifts to WWII-era encryption. You encounter a config.txt file that requires using an Enigma M4 "Shark" to decrypt a password for a locked file named flag.zipper.

Task 4: The Three-Part DecipheringThe final "story" arc involves a series of consequential steps to unlock the ultimate secret: TryHackMe CCT2019 — Quick Community Post Looking for

Keyboard Layout Substitution: Converting text based on different keyboard layouts.

OSINT and Video Analysis: Finding a specific YouTube video to identify a password for a railfence cipher.

Python Scripting: Writing code to convert numerical sequences (0–6) into binary using the modulo operator ( ), eventually revealing the final ASCII flag. Key Skills Tested

According to Abel Benedict on LinkedIn, completing this room requires extreme attention to detail and persistence in: Reverse Engineering: Breaking down complex binaries.

Forensics: Recovering data from packet captures and hidden files.

Cryptography: Solving ciphers ranging from modern logic to historical machines. CCT2019 - TryHackMe

Mastering Cyber Defense: A Deep Dive into the TryHackMe CCT2019 Room

In the world of cybersecurity, theory can only take you so far. To truly understand how attacks work—and more importantly, how to defend against them—you need hands-on experience. This is where platforms like TryHackMe shine, offering gamified, real-world network environments for students and professionals alike.

One room that consistently challenges and educates users is the TryHackMe CCT2019 room. Named after the Circle City Con 2019 (a prominent Indianapolis-based hacker conference), this room is a CTF (Capture The Flag) style challenge that tests a wide range of skills: from reconnaissance and web exploitation to privilege escalation and password cracking.

If you are looking to move beyond "easy" boxes and into intermediate/advanced territory, tryhackme cct2019 is your next milestone. This article will break down everything you need to know: the objectives, the step-by-step methodology, the tools required, and the key takeaways.


Phase 1: Reconnaissance & Web Enumeration

Target IP: (varies per user deployment on TryHackMe, e.g., 10.10.x.x)

  1. Nmap Scan: A quick port scan reveals open ports:

    • 22/tcp – SSH (OpenSSH)
    • 80/tcp – HTTP (Apache)
    • 443/tcp – HTTPS (Apache)
  2. Web Browser Analysis (Port 80):

    • The homepage displays a standard Apache2 default page, indicating no obvious content.
    • Viewing the page source reveals an HTML comment:
      <!--  TODO: Remove /development directory after testing -->
      
    • This hints at a hidden directory.

Phase 2: Directory Brute-Forcing

Using gobuster or dirb against the /development directory:

gobuster dir -u http://<target_ip>/development -w /usr/share/wordlists/dirb/common.txt

Findings:

  • /development/dev.txt
  • /development/j.txt

Contents of dev.txt:

2019-02-21: I'm setting up my new server for the CCT app.
2019-02-22: Mandy is working on the authentication for the app. I hope she knows what she's doing.

Contents of j.txt:

I'm keeping a note here in case I forget.
Password for mysql user 'cct' is: S@k3n4cc3ss_My5q1

This leak provides a plaintext credential.

Phase 5: User Compromise (mandy)

  • The note in dev.txt mentioned Mandy is working on authentication.
  • Trying SSH with username mandy and the cracked hash password (password123) is successful.
ssh mandy@<target_ip>

User Flag Location:

cat /home/mandy/user.txt

Example flag: THM...user_flag...

The Breach on Santa’s Network: A TryHackMe CCT2019 Story

It was December 2019, and the Cyber Security Challenge UK had just released a festive but fierce competition: the CCT (Cyber Christmas TryHackMe) 2019 box. For three weeks, aspiring defenders and seasoned pentesters logged into TryHackMe to help "save Christmas" by investigating a series of digital attacks on Santa’s workshop.

1. Challenge Overview

The CCT2019 is structured as a narrative-driven challenge. Unlike standard "boot-to-root" machines, this event was divided into specific "Tasks," each acting as a standalone puzzle. The difficulty curve ranges from beginner-friendly logic puzzles to intermediate technical challenges.

Key Skills Tested:

  • OSINT: Finding information from public sources.
  • Cryptography: Decoding ciphers (Base64, Binary, Caesar).
  • Steganography: Hiding data within images or files.
  • Web Exploitation: Enumerating web directories and inspecting source code.
  • Forensics: Analyzing PCAP files and memory dumps.

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