Getting Started with CTFs

- 15 mins read

Hello! If you’re looking to get started with Capture the Flag (CTF) competitions, you’re in the right place. Don’t worry—we’ve got you covered. Be sure to read through the entire blog for all the details! :)

What is CTF?

Capture the Flag (CTF) in cybersecurity is a competitive event designed to test participants’ skills in identifying and solving security vulnerabilities. CTF challenges usually involve hacking into systems, exploiting vulnerabilities, and solving puzzles related to security. These events simulate real-world cyber threats, helping participants enhance their offensive and defensive security skills. CTFs are commonly used in cybersecurity training, professional development, and recruitment processes.

CTF competitions are typically divided into two main types: Jeopardy-style and Attack-Defense. In Jeopardy-style CTFs, participants or teams are presented with a variety of challenges that can range from cryptography and reverse engineering to web exploitation and forensics. Each challenge earns points based on difficulty, and the goal is to solve as many challenges as possible within a time limit. Attack-Defense CTFs, on the other hand, involve securing one’s own system while attempting to attack and exploit vulnerabilities in others’ systems. This format tests both offensive hacking skills and the ability to defend against cyber attacks.

CTFs play a crucial role in building a strong cybersecurity community and fostering talent. They provide a hands-on, practical approach to learning, allowing both beginners and experts to practice real-world scenarios in a controlled environment. Many organizations host these events to identify talent for recruitment or to promote security awareness, while educational institutions incorporate them into curriculums to teach cybersecurity principles interactively.

How to start CTFs?

To start participating in Capture the Flag (CTF) competitions, follow these steps:

  1. Build a Solid Foundation: Before jumping into CTFs, it’s essential to have a basic understanding of cybersecurity concepts like networking, operating systems (Linux and Windows), cryptography, and programming. Learning the basics of Python and Bash scripting can be very helpful. Websites like TryHackMe, HackTheBox, PicoCTF and free cybersecurity courses can help you get started.

  2. Choose an Area to Focus On: CTF challenges cover a variety of topics like web exploitation, reverse engineering, cryptography, and forensics. As you start, explore different categories and find one that interests you the most. Specializing in one area allows you to build depth, while still keeping a general understanding of others.

  3. Join a Community: CTFs are often team-based, and joining cybersecurity communities can help you find teammates, share knowledge, and learn faster. Discord servers, Reddit communities like r/NetSec, and forums for CTF platforms are great places to connect with others. Some universities or organizations have cybersecurity clubs that run CTF practice sessions.

  4. Practice Consistently: The key to success in CTFs is practice. Start small with beginner challenges, then gradually work your way up to more difficult ones. Participate in as many CTF events as possible, learning from your mistakes and others in the community. Many CTF platforms also provide write-ups and walkthroughs after the competition ends, so you can review solutions and learn from them.

Beginner Friendly CTF Platforms?

1. TryHackMe

  • Why it’s good: Designed with beginners in mind, TryHackMe offers interactive labs with guided learning paths. It covers various topics like penetration testing, networking, and ethical hacking.
  • Features: Hands-on labs, step-by-step tutorials, and a structured learning environment make it ideal for those new to CTFs.
  • Website: tryhackme.com

2. Hack The Box (HTB)

  • Why it’s good: HTB offers a large variety of challenges, from beginner to expert, focusing on real-world hacking scenarios. There’s a mix of easier “Starting Point” labs, which are great for newcomers.
  • Features: A virtual environment where you can hack machines and tackle different challenges across categories like web hacking, reverse engineering, and more.
  • Website: hackthebox.com

3. OverTheWire

  • Why it’s good: OverTheWire is famous for its “war games” that focus on teaching basic Linux, networking, and exploitation skills in a gradual, challenge-based way.
  • Features: Simple, text-based challenges that help you get familiar with the command line and various security concepts.
  • Start with: Bandit, the beginner-friendly series.
  • Website: overthewire.org

4. PicoCTF

  • Why it’s good: PicoCTF is a free platform created by Carnegie Mellon University, specifically aimed at middle and high school students, but it’s also great for beginners of any age.
  • Features: Challenges are structured like a game, making it engaging for beginners to learn topics like cryptography, binary exploitation, and forensics.
  • Website: picoctf.org

5. CTFlearn

  • Why it’s good: CTFlearn offers an easy-to-use platform with beginner-friendly challenges across various categories like web hacking, cryptography, and steganography.
  • Features: A supportive community and a collection of challenges that can be solved directly in your browser.
  • Website: ctflearn.com

6. Root Me

  • Why it’s good: Root Me offers over 500 challenges, ranging from beginner to advanced, with a focus on real-world scenarios. It covers a wide variety of topics, including web exploitation and network security.
  • Features: The platform gives beginners the chance to work on hands-on labs, which helps with gradual skill development.
  • Website: root-me.org

7. HackThisSite

  • Why it’s good: This platform provides a series of realistic scenarios designed to teach web application security. The site is more project-based, where you learn by solving real-life inspired web security problems.
  • Features: Web-based challenges and tutorials help you build a solid understanding of web security from the ground up.
  • Website: hackthissite.org

8. VulnHub

  • Why it’s good: VulnHub hosts downloadable virtual machines (VMs) pre-configured with security vulnerabilities. Beginners can set up their own environments and practice hacking these VMs in their home labs.
  • Features: Hands-on penetration testing labs that simulate real-world environments.
  • Website: vulnhub.com

How to Approach a CTF Challenge

Starting your first Capture the Flag (CTF) challenge can feel overwhelming, but with the right setup and mindset, it’s easier than you think.

1. Setting Up Your Environment

Before you jump into a challenge, it’s important to have your workspace ready. Here’s how you can do that:

  • Virtual Machines (VMs): Most CTF challenges require a safe and controlled environment for testing, which is where VMs come in handy. Tools like VirtualBox or VMware allow you to run different operating systems (like Linux) on your current machine without risk. Many CTF platforms, like Hack The Box, require VMs for connecting to their networks.

  • VPN Setup: Some CTF platforms, like Hack The Box and TryHackMe, require you to connect to their private network. For this, you’ll need a VPN (Virtual Private Network). Most platforms will provide instructions to connect securely via tools like OpenVPN.

  • Installing Tools: Make sure your VM has the basic cybersecurity tools installed. Popular ones include Wireshark for packet analysis, Burp Suite for web testing, and nmap for network scanning. Tools like these will be essential for solving many challenges.

2. Step-by-Step Process to Solve Basic CTF Challenges

Once your environment is ready, it’s time to tackle your first challenge! Here’s a general approach that works for most beginner CTFs:

  • Step 1: Understand the Challenge
    Read the challenge description carefully. Is it asking you to break into a website? Solve a cryptography puzzle? Identifying what type of problem you’re dealing with will help guide your next steps.

  • Step 2: Start with Reconnaissance (Recon)
    For challenges like web exploitation or network scanning, your first step is usually gathering information. Use tools like nmap to scan the target for open ports or services running. This can give you clues on where the vulnerability might lie.

  • Step 3: Exploit Vulnerabilities
    Once you’ve gathered enough information, the next step is to exploit the vulnerability. For web-based challenges, tools like Burp Suite can help you inspect and manipulate HTTP requests. If it’s a cryptography or binary challenge, you might need to write scripts or use a debugger like GDB to reverse-engineer or decode the content.

  • Step 4: Capture the Flag
    The goal of every CTF challenge is to find the “flag,” which is usually a hidden piece of text like nca{th1s_15_4_fl4g}. This could be stored in a file, embedded in a script, or hidden in plain sight on a web page.

  • Step 5: Submit and Learn
    Once you’ve captured the flag, submit it on the platform and move on to the next challenge. Don’t worry if you get stuck—this happens to everyone! Check out hints or refer to write-ups after the challenge to learn new techniques.

3. Tools You’ll Need

CTFs require different tools based on the type of challenge. Here are some essentials:

  • Wireshark: A powerful tool for analyzing network traffic. If a challenge involves investigating network logs or packets, Wireshark will be your go-to tool.

  • Burp Suite: Used for web application security testing, this tool helps you inspect, modify, and manipulate web traffic. It’s essential for web-based CTF challenges.

  • nmap: A network scanning tool that helps you discover services, open ports, and potential vulnerabilities in a system.

  • John the Ripper/Hashcat: Both tools are excellent for cracking passwords or encrypted data found in some CTFs, especially in cryptography challenges.

  • GDB: For reverse engineering or binary exploitation challenges, GDB is a debugger that helps you analyze program behavior at the assembly level.

  • CyberChef: A “cyber Swiss army knife” that allows you to encode, decode, and transform data in various ways, perfect for cryptography or data manipulation challenges.

Common CTF Categories Explained

CTF challenges cover a wide range of topics, each designed to test different aspects of cybersecurity.

1. Web Exploitation

  • What It Is: These challenges focus on finding and exploiting vulnerabilities in web applications. Common tasks include bypassing login forms, exploiting SQL injection, or manipulating cookies to gain unauthorized access.
  • How to Learn:
    • Start with the OWASP Top 10 to learn the most common web vulnerabilities like SQL Injection, Cross-Site Scripting (XSS), and Cross-Site Request Forgery (CSRF).
    • Practice on platforms like PortSwigger’s Web Security Academy, TryHackMe, or Hack The Box.
    • Learn tools like Burp Suite for web traffic analysis and SQLMap for automated SQL injection.

2. Cryptography

  • What It Is: Cryptography challenges involve encoding, decoding, or breaking encrypted data. These challenges often involve classical ciphers like Caesar or modern encryption algorithms.
  • How to Learn:
    • Start by learning basic ciphers such as Caesar Cipher, Vigenère Cipher, and RSA. Sites like Cryptohack.org provide interactive crypto challenges.
    • Study cryptography concepts like hashing, encryption vs. encoding, and public-key cryptography.
    • Tools like CyberChef can help in encoding and decoding tasks, and Hashcat is great for brute-forcing hashes.

3. Reverse Engineering

  • What It Is: Reverse engineering challenges ask you to analyze compiled programs, figure out what they do, and possibly modify or exploit their behavior. This often involves understanding assembly code and how software functions at a low level.
  • How to Learn:
    • Begin by learning assembly language and how programs compile from high-level code (e.g., C/C++) to machine language.
    • Use tools like Ghidra, IDA Pro, or Radare2 for analyzing binary files.
    • Start with simpler reverse engineering platforms like Crackmes.one to practice analyzing small programs.

4. Forensics

  • What It Is: Forensics challenges involve analyzing digital artifacts like memory dumps, network traffic, or filesystem data to find clues or extract hidden information.
  • How to Learn:
    • Tools like Wireshark for network traffic analysis and Autopsy for file system forensics are essential.
    • Practice by analyzing log files and images on platforms like TryHackMe, where they offer forensics labs.
    • Learn common techniques like steganography (hiding data in images) and recovering deleted files.

5. Binary Exploitation (Pwn)

  • What It Is: Also known as “pwn,” binary exploitation challenges require you to find and exploit vulnerabilities in binary programs. This often involves buffer overflows or memory corruption to gain control of a system.
  • How to Learn:
    • Start by learning about buffer overflows, stack vs. heap memory, and how memory works in programs.
    • Tools like pwntools and GDB (GNU Debugger) are essential for analyzing and exploiting binary files.
    • Platforms like pwnable.kr or Hack The Box offer focused challenges on binary exploitation.

6. OSINT (Open-Source Intelligence)

  • What It Is: OSINT challenges require gathering publicly available information (from social media, websites, etc.) to solve a puzzle. These challenges simulate real-world intelligence gathering.
  • How to Learn:
    • Practice by looking up publicly available data through search engines, social media, and specialized tools like theHarvester or Maltego.
    • Participate in challenges on platforms like IntelTechniques or TryHackMe that offer guided OSINT exercises.
    • Learn how to use online resources like Google Dorks, Shodan, and reverse image search.

7. Miscellaneous (Misc)

  • What It Is: Misc challenges can vary greatly and may include tasks that don’t fit into the traditional categories. These often test creative thinking and problem-solving skills.
  • How to Learn:
    • Misc challenges can include a wide range of skills, so the best preparation is broad exposure to all types of CTF categories.
    • Be ready to learn and adapt during the competition—misc tasks often encourage out-of-the-box thinking.
    • Popular platforms like CTFlearn offer many “misc” challenges to sharpen your general problem-solving abilities.

How to Continuously Improve

CTFs are an excellent way to sharpen your cybersecurity skills, but like any skill, continuous improvement comes from practice, learning from others, and pushing yourself to solve increasingly complex challenges. Here’s how you can keep growing as a CTF player.

1. Practice Regularly

  • Consistency is Key: Just like learning a new language or mastering a sport, the more you practice, the better you’ll get. Aim to solve at least one CTF challenge a week, even if it’s a small one. Regular practice keeps your skills sharp and helps you stay familiar with different types of vulnerabilities.
  • Platforms to Practice On: Sites like Hack The Box, TryHackMe, and CTFlearn allow you to tackle challenges at your own pace. Set aside time to work through problems regularly, and don’t worry if you struggle at first—each challenge helps you learn.
  • Track Your Progress: As you solve challenges, keep a record of the types of problems you encounter, what you’ve learned, and what you found difficult. This will help you spot your weaknesses and areas where you need more practice.

2. Join CTF Events

  • Why Events Matter: Participating in live CTF events, even if you’re a beginner, is one of the best ways to improve. These competitions often expose you to new challenges, techniques, and categories that you might not encounter on practice platforms.
  • Start Small: Look for beginner-friendly CTFs listed on CTFtime.org, where you can join events that match your skill level. Many of these events are team-based, so you can learn from more experienced players while working together.
  • Gain Experience: The more events you participate in, the more familiar you’ll become with solving problems under pressure and time constraints, which are key to success in cybersecurity jobs as well.

3. Learn from Write-ups and Walkthroughs

  • It’s Okay to Not Solve Everything: If you get stuck on a challenge (and you will!), that’s completely fine. Part of improving in CTFs is learning to embrace failure. When you can’t solve something, don’t feel discouraged—go and read a write-up or walkthrough of the solution. You’ll often find that even in challenges you couldn’t solve, you’ll pick up one or more new techniques or approaches.
  • Where to Find Write-ups: Websites like CTFTime.org host write-ups from past competitions. Players often share their step-by-step solutions for each challenge, which helps you understand their thought process. You can also find video walkthroughs on YouTube from creators like IppSec who break down Hack The Box machines or other challenges.
  • Learning New Tools: Write-ups also introduce you to new tools and techniques. You might come across a tool you’ve never used before, like John the Ripper for password cracking or GDB for reverse engineering, which you can add to your toolkit for future challenges.

4. Analyze Your Mistakes

  • Reflect on What Went Wrong: After each event or practice session, take some time to think about what stumped you. Was it a lack of understanding of the challenge type? Were you unfamiliar with a certain tool or concept? This reflection helps you focus on areas you need to improve.
  • Research and Study: If you struggled with a particular category, like web exploitation or cryptography, do some research. Find tutorials, blogs, or video guides on that topic and practice similar challenges until you feel more confident.

5. Push Yourself with Harder Challenges

  • Gradually Increase Difficulty: As you gain experience, try to move on to more difficult challenges. Platforms like Hack The Box have difficulty ratings for their machines, so as you become comfortable with beginner-level tasks, you can start working on intermediate or advanced problems.
  • Join Intermediate-Level CTFs: Once you’ve built confidence, participate in larger and more challenging CTF events. These competitions often require deeper knowledge and more complex problem-solving but will accelerate your growth as a player.

Can CTF Prepare me for a job though?

Not really, but CTFs can help you get a job in cybersecurity by honing practical skills that employers value. While CTFs are more game-like and focus on specific technical challenges, they expose you to real-world cybersecurity concepts, such as vulnerability exploitation, cryptography, and network defense. These competitions help you develop problem-solving skills, teamwork, and creativity—traits that are highly sought after in the industry.

CTF experience can also enhance your resume and make you stand out during job applications. If you’ve performed well in high-profile competitions or have specific achievements to show, it demonstrates initiative and technical competence. Recruiters often look for candidates with hands-on experience, and participating in CTFs signals your passion and commitment to cybersecurity. Many companies even host CTFs as part of their hiring process, giving you direct exposure to potential employers.

That said, CTFs are just one piece of the puzzle. To truly prepare for a cybersecurity job, you’ll need a broader understanding of security practices, certifications, and experience with real-world scenarios that go beyond the focused challenges of CTFs. Combining CTF participation with formal education, internships, and certifications like CPTS, OSCP, or CISSP will significantly boost your readiness for a cybersecurity career.

Final Thoughts: Dive In and Keep Learning

Getting started with Capture the Flag (CTF) challenges might feel daunting at first, but the most important thing is to dive in and start practicing. You don’t need to be an expert right away—everyone begins somewhere. What matters most is that you approach each challenge with curiosity and a willingness to learn.

CTFs are designed to teach through problem-solving, and every challenge, whether you solve it or not, adds to your experience. Don’t be afraid to make mistakes or get stuck—embrace the learning curve. Each time you encounter a new vulnerability, use a tool you’ve never seen before, or read a write-up for a problem you couldn’t solve, you’re improving your skills. Every small victory will boost your confidence and understanding.

Stay connected with the cybersecurity community. Whether it’s through forums, Discord groups, or CTF events, the more you engage with others, the faster you’ll learn. Collaboration, sharing knowledge, and asking questions will help you grow exponentially.

Conclusion

Thanks for reading this guide on getting started with CTFs! Don’t worry about perfection—just keep learning, improving, and having fun along the way. Good luck, and go crush that first CTF! 😄