Living Off the Land Attacks Tryhackme Walkthrough
Learn to detect and analyse Living Off the Land (LoL) attacks using trusted Windows tools. A practical 60-minute lab designed for cyber defenders to spot and respond to misuse of native OS tools.
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Jawstar
11/3/20252 min read


Attackers do not always rely on custom malware or malicious executables. They can use trusted system tools already present on the target machine.
In this room, users will learn what LoL attacks are, why adversaries choose them, and how defenders can detect such activity through log monitoring and behavioural analysis. The room progresses from foundational knowledge to hands-on detection practice.
Learning Objectives:
Understand what Living Off the Land attacks are
Identify legitimate Windows tools that can be abused
Recognise attacker techniques that blend into normal system operations
Detect LoL behaviour using log analysis and SIEM alerts
Task 2 : Common LoL Tools and Techniques
Commonly abused tools provide scripting, management, file handling, or scheduling capabilities, which match common attacker needs like execution, persistence, reconnaissance, and lateral movement. Examples include:
PowerShell is used for in-memory scripting, remote downloads, and automation.
WMIC or WMI is used to run commands locally or on remote hosts and to query system state.
Certutil is used to fetch files and encode or decode payloads.
Mshta is used to run HTA content or an inline script delivered by a document or link.
Rundll32 is used to invoke DLL exports or trigger URL handlers.
Scheduled tasks (schtasks) are used to run code at logon or on a schedule for persistence.
Which public site lists Unix/Linux native binaries and how they can be abused?
GTFObins
Which Microsoft toolset includes PsExec and Autoruns, used for admin tasks and often misused by attackers?
Sysinternals
Task 3 : Real-World Examples
What MITRE technique ID covers WMI event subscriptions?
T1546.003
Which abbreviated name refers to one of the services that C2s, like Cobalt Strike, use to start or listen for remote services?
SMB
Task 4 : Detecting LOL activity
Which PowerShell switch is used to download text/strings and execute them?
IEX
Which WMIC keyword triggers the creation of a new process on a remote host?
create
Task 5 : Practical
What is the flag?
THM{LOL-but-not-that-lol-you-finishit}
Task 6 : Wrapping up
In this room, we examined how attackers repurpose trusted Windows utilities to carry out malicious activity without introducing new binaries. By testing and analysing each command safely, we observed how legitimate administrative tools such as PowerShell, WMIC, Certutil, Mshta, Rundll32, and Scheduled Tasks can be abused for execution, persistence, lateral movement, or evasion. Through these exercises, we developed a clearer view of how to recognise, detect, and respond when normal system processes are used with malicious intent.
We learned to:
Identify the built-in Windows tools most often abused in Living Off the Land attacks.
Understand how PowerShell enables fileless, in-memory, and automated execution.
Observe how WMIC supports remote process creation and system reconnaissance.
Recognise the ways Certutil downloads, encodes, or decodes malicious payloads.
Detect Mshta and Rundll32 being used to run scripts or DLL-based payloads.
Spot persistence mechanisms are created or triggered through Scheduled Tasks.
Interpret process command lines and SIEM detections to separate admin from attacker behaviour.
Apply defensive techniques such as enhanced logging, behavioural detection, and execution control to limit LoL activity.
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