Skip to content
TryHackMe offers the ultimate path to get you started

TryHackMe offers the ultimate path to get you started

tryhackme.sjv.io • October 31, 2026

You don't need money or a technical background to learn cyber security, just enough curiosity, discipline, (and this guide to free content on TryHackMe!)

We've got 650+ free rooms covering everything from networking basics to Windows privilege escalation, plus free events throughout the year. Want a quick win first? Pickle Rick is one of our most popular beginner CTFs, and it only takes half an hour. No subscription needed to start, or to get genuinely good.

Work through the rooms below in order, and you'll cover the ground that most entry-level cyber security roles actually expect.

Level 1: Getting Started

Before any tooling, get oriented. These rooms cover what the different specialisations actually involve day to day, so you're choosing a direction with your eyes open rather than guessing.

Intro to Offensive Security

Intro to Defensive Security

Linux Fundamentals Part 1 , the basics you'll lean on in almost every room from here on

Careers in Cyber , a walk through what different security roles actually involve day to day

SOC Fundamentals , what a security operations centre actually does, day to day

Red Team Fundamentals , on how red teaming actually differs from a standard penetration test

Skills , how to actually find what you need when you're stuck, more useful than any single tool in this list

Security Awareness , the human side of security, and why people remain the easiest way in

The Brochure , a browser-only OSINT challenge, no terminal required, a good place to start if you want a taste of investigative work before the more hands-on rooms below

The tools that come up constantly, regardless of which specialisation you end up in. We've led with the three tools people in security actually talk most.

Nmap Live Host Discovery , the tool you'll reach for first in almost every room from here on, for finding what's actually alive on a network

Metasploit: Introduction , the framework behind a huge of the exploits you'll run throughout this guide

Burp Suite: Repeater , for manually replaying and modifying web requests

Hydra , a password-cracking tool, useful the moment you hit a login form guarding something interesting

Introduction to Antivirus , on how AV actually detects malicious files, and where it can be evaded

Introduction to OWASP ZAP , a free alternative to Burp Suite for testing web applications

Linux PrivEsc , your first real dive into escalating from a low-privilege shell to root

Level 3: Crypto and Hashes

Encryption, Crypto 101

Most real world attack surface lives here, so this is one of the longer sections.

Web Application Basics , the building blocks of how web apps actually work, before you start attacking them

Bypass Disable Functions , a sharper look at getting code execution out of a locked-down PHP server

Level 5: Reverse Engineering

Windows Reversing Intro

Dumping Router Firmware

Dissecting PE Headers

Introductory Networking

Passive Reconnaissance

Active Reconnaissance

Sakura Room , an OSINT investigation, tracking a target across social media, metadata, and public records

Traffic Analysis Essentials

Intro to Cyber Threat Intel , the sources and frameworks analysts use to track who's behind an attack, and why

Threat Intelligence Tools , hands-on with the open source tools analysts actually use, urlscan.io , Abuse.ch , PhishTool, and Cisco Talos

Threat Hunting: Foothold , on spotting an initial compromise from the logs it leaves behind

Level 7: Privilege Escalation

Linux Privilege Escalation

Windows PrivEsc Arena

Level 8: CTF Practice

Room 404 , from Hacker Holidays 2026, a hidden host reachable through an exposed port nobody documented

CryptoCabana , a compromised crypto storage kiosk, also from Hacker Holidays 2026

Infinity Pool , a boot2root tracing a network out to three undocumented systems, same event

Most of our Windows content sits behind Premium or MAX, but you can access these rooms for free to get a sense of the skills involved.

Windows Fundamentals 2

Level 10: Cloud, AI, and DevSecOps

Cloud, AI, and DevSecOps are newer specialisations, but they're already core to how modern security teams operate, and we've built free rooms covering all three. They get a level of their own here, since none of them really fits inside the categories above.

Cloud Security Pitfalls , common security risks across IaaS, PaaS, and SaaS, and where SOC monitoring tends to have blind spots

AI/ML Security Threats , foundational AI and ML concepts, and how the same tools get used by both attackers and defenders

AI Security Threats , the vulnerabilities AI introduces to an organisation, and how attackers actually weaponise them

Introduction to DevSecOps , the fundamentals of shifting security left in the development lifecycle

DevSecOps Basics , how Waterfall became Agile became DevOps, and where security fits at each stage

Intro to IaC , infrastructure as code, on-prem versus cloud, and why it matters for a DevSecOps pipeline

Ten levels in, you've covered more free, hands-on ground than most paid bootcamps offer. From here you've got three good options. Browse the full library of 650+ free rooms and keep exploring outside this roadmap, in whatever direction caught your interest most. Take out Premium or MAX once you're ready for structured paths, certifications, and the Windows content that sits behind a subscription. Or come build alongside other learners in the TryHackMe Discord , where new free rooms get talked the moment they land.

Extracted Entities