Your business’ toughest competition might be criminal. See why.
Utility navigation bar redirect icon
Portal LoginSupportContact
Search
Close search
Huntress Logo in Teal
  • Platform Overview
    Managed EDR

    Get full endpoint visibility, detection, and response

    Managed EDR

    Get full endpoint visibility, detection, and response

    Managed ITDR

    Protect your Microsoft 365 identities and email environments.

    Managed ITDR

    Protect your Microsoft 365 identities and email environments.

    Managed SIEM

    Managed threat response and robust compliance support at a predictable price.

    Managed SIEM

    Managed threat response and robust compliance support at a predictable price.

    Managed Security Awareness Training

    Empower your teams with science-backed security awareness training.

    Managed Security Awareness Training

    Empower your teams with science-backed security awareness training.

    Integrations
    Integrations
    Support Documentation
    Support Documentation
    See Huntress in Action

    Quickly deploy and manage real-time protection for endpoints, email, and employees - all from a single dashboard.

    Huntress Cybersecurity
    See Huntress in Action

    Quickly deploy and manage real-time protection for endpoints, email, and employees - all from a single dashboard.

    Huntress Cybersecurity
  • Threats We Stop
    Phishing
    Phishing
    Business Email Compromise
    Business Email Compromise
    Ransomware
    Ransomware
    View Allright arrowView Allright arrow
    Industries We Serve
    Education
    Education
    Financial Services
    Financial Services
    State and Local Government
    State and Local Government
    Healthcare
    Healthcare
    Law Firms
    Law Firms
    Manufacturing
    Manufacturing
    Utilities
    Utilities
    View Allright arrowView Allright arrow
    Tailored Solutions
    MSPs
    MSPs
    Resellers
    Resellers
    SMBs
    SMBs
    Compliance
    Compliance
    Cybercriminals Have Evolved

    Get the intel on today’s cybercriminal groups and learn how to protect yourself.

    Huntress Cybersecurity
    Cybercriminals Have Evolved

    Get the intel on today’s cybercriminal groups and learn how to protect yourself.

    Huntress Cybersecurity
  • Pricing
  • Community Series
    The Product Lab

    Shape the next big thing in cybersecurity together.

    The Product Lab

    Shape the next big thing in cybersecurity together.

    Fireside Chat

    Real people. Real perspectives. Better conversations.

    Fireside Chat

    Real people. Real perspectives. Better conversations.

    Tradecraft Tuesday

    No products, no pitches – just tradecraft.

    Tradecraft Tuesday

    No products, no pitches – just tradecraft.

    _declassified

    Exposing hidden truths in the world of cybersecurity.

    _declassified

    Exposing hidden truths in the world of cybersecurity.

    Resources
    Upcoming Events
    Upcoming Events
    ebooks
    ebooks
    On-Demand Webinars
    On-Demand Webinars
    Videos
    Videos
    Whitepapers
    Whitepapers
    Datasheets
    Datasheets
    Cybersecurity Education
    Cybersecurity 101
    Cybersecurity 101
    Cybersecurity Guides
    Cybersecurity Guides
    Threat Library
    Threat Library
    Real Tradecraft, Real Results
    Real Tradecraft, Real Results
    2026 Cyber Threat Report
    2026 Cyber Threat Report
    The Huntress Blog
    Huntress Lands on the Microsoft Marketplace
    Huntress Cybersecurity
    Huntress Lands on the Microsoft Marketplace
    Huntress Cybersecurity
    How Huntress & DEFCERT Are Streamlining CMMC Assessment Prep
    Huntress Cybersecurity
    How Huntress & DEFCERT Are Streamlining CMMC Assessment Prep
    Huntress Cybersecurity
    Live Hacking Into Microsoft 365 with Kyle Hanslovan
    Huntress Cybersecurity
    Live Hacking Into Microsoft 365 with Kyle Hanslovan
    Huntress Cybersecurity
  • Why Huntress

    Go beyond AI in the fight against today’s hackers with Huntress Managed EDR purpose-built for your needs

    Huntress Cybersecurity
    Why Huntress

    Go beyond AI in the fight against today’s hackers with Huntress Managed EDR purpose-built for your needs

    Huntress Cybersecurity
    The Huntress SOC

    24/7 Security Operations Center

    The Huntress SOC

    24/7 Security Operations Center

    Reviews

    Why businesses of all sizes trust Huntress to defend their assets

    Reviews

    Why businesses of all sizes trust Huntress to defend their assets

    Case Studies

    Learn directly from our partners how Huntress has helped them

    Case Studies

    Learn directly from our partners how Huntress has helped them

    Community

    Get in touch with the Huntress Community team

    Community

    Get in touch with the Huntress Community team

    Compare Huntress
    Bitdefender
    Bitdefender
    Blackpoint
    Blackpoint
    Breach Secure Now!
    Breach Secure Now!
    Crowdstrike
    Crowdstrike
    Datto
    Datto
    SentinelOne
    SentinelOne
    Sophos
    Sophos
    Compare Allright arrowCompare Allright arrow
  • HUNTRESS HUB

    Login to access top-notch marketing resources, tools, and training.

    Huntress Cybersecurity
    HUNTRESS HUB

    Login to access top-notch marketing resources, tools, and training.

    Huntress Cybersecurity
    Partners
    MSPs

    Join our partner community to deliver expert-led managed security.

    MSPs

    Join our partner community to deliver expert-led managed security.

    Resellers

    Partner program designed to grow your cybersecurity business.

    Resellers

    Partner program designed to grow your cybersecurity business.

    Tech Alliances

    Driving innovation through global technology Partnerships

    Tech Alliances

    Driving innovation through global technology Partnerships

    Microsoft Partnership

    A Level-Up for Your Business Security

    Microsoft Partnership

    A Level-Up for Your Business Security

  • Press Release
    Huntress Announces Collaboration with Microsoft to Strengthen Cybersecurity for Businesses of All Sizes
    Huntress Cybersecurity
    Press Release
    Huntress Announces Collaboration with Microsoft to Strengthen Cybersecurity for Businesses of All Sizes
    Huntress Cybersecurity
    Our Story

    We're on a mission to shatter the barriers to enterprise-level security.

    Our Story

    We're on a mission to shatter the barriers to enterprise-level security.

    Newsroom

    Explore press releases, news articles, media interviews and more.

    Newsroom

    Explore press releases, news articles, media interviews and more.

    Meet the Team

    Founded by former NSA Cyber Operators. Backed by security researchers.

    Meet the Team

    Founded by former NSA Cyber Operators. Backed by security researchers.

    Careers

    Ready to shake up the cybersecurity world? Join the hunt.

    Careers

    Ready to shake up the cybersecurity world? Join the hunt.

    Awards
    Awards
    Contact Us
    Contact Us
  • Portal Login
  • Support
  • Contact
  • Search
  • Get a Demo
  • Start for Free
Portal LoginSupportContact
Search
Close search
Get a Demo
Start for Free
HomeBlog
Deobfuscating Files for Flags: Huntress CTF 2025 Retro
Published:
November 6, 2025

Deobfuscating Files for Flags: Huntress CTF 2025 Retro

By:
John Hammond
Lindsey O'Donnell-Welch
Share icon
Glitch effectGlitch effectGlitch effect

Imagine this: you’re a hacker, and you’re working through an executable file made up of a compiled AutoIT script. You’ve decompiled the script (thanks to the help of Exe2Aut, an EXE to AutoIT script converter tool). You’ve pushed past some disastrous-looking source code, littered by nonsensical random variable names and characters, to finally identify and decode the Base64 chunks in the code, revealing a cryptocurrency stealer.

Within the crypto drainer is an encoded JSON variable, where you can see extension IDs for crypto wallets that are being targeted. And there, in a layer of JSON data for the wallet browser extension IDs, you have it: 

flag{27768419fd176648b335aa92b8d2dab2}

Success! This is what it was all about, after all, as you’re a participant in a Capture the Flag (CTF) competition. And you’ve just found the flag.

In fact, this isn’t just any CTF–it’s the annual October event put on by Huntress, which over the last two years has drawn fierce competition. This year’s event was no different, with 11,898 registered users and 6,892 teams. The challenge described above–“Sandy”–was only on the third day of the event, and there were 30 more days of challenges full of twists and turns.


Figure 1: The Sandy challenge in the Huntress CTF 


What is Capture the Flag? 

A CTF event is a competition for hackers, where players solve different challenges in order to find a “flag,” which is a unique string of text. These challenges involve different areas of cybersecurity expertise–from digital forensics to web security–and put various skillsets to the test, like deobfuscation or reverse engineering. Some CTFs are popular for continual practice, like TryHackMe or Hack The Box, while others are more large-scale and intense, like DEFCON’s CTF.

The ultimate goal? Find the flag and submit it to earn points. Some do it for fun or to hone their craft and creativity, while others compete for the top spot and for a chance to win some epic prizes (in our case, winners got gift cards, RDV4 Kit (360), OMB Cable Elite, Huntress swag, and more).


Figure 2: Huntress CTF 2025 scoreboard for the top 500 players


How CTF helps with cybersecurity awareness 

The idea for the Huntress CTF came while our team was brainstorming ideas for Cybersecurity Awareness Month in 2023. We wanted to do something more than just preach about why MFA matters or why you shouldn’t reuse your passwords. We wanted people to actually come together and stay engaged in a meaningful way for the entirety of the month.

Since then, we’ve hosted CTFs every year in October with new challenges released every day during the month, like the BlackCat ransomware challenge or Whamazon (hardcore participants from 2023 and 2024 might remember these ones).

Some of our challenges have featured "Jeopardy” CTF-style challenges with options in the cryptography or web app exploitation realms. However, we’ve leaned in on DFIR and malware analysis material, because we wanted players to get a taste of the real intrusions and incidents that our security analysts were seeing out and about in the landscape. 

In 2025, we also switched our CTF platform to CourseStack as our number of registered users continued to ramp up above 10,000. Check out our October Tradecraft Tuesday episode to learn more details about our CTF event’s background, featuring a conversation between John Hammond, principal security researcher with Huntress and one of this year’s CTF hosts, and Chris Myers, founder at CourseStack.  


Highlights from Huntress Capture the Flag 2025

This year’s competition featured hands-on exercises around malware analysis, threat hunting, and more, while drawing from real-world malware samples, CVEs, and exploits in the wild. Here were some of our favorite challenges, and some of the writeups on them from participants:

Rust Tickler (by Nordgaren): Rust Tickler was based on real-world supply-chain malware that was re-implemented in the Rust programming language. This challenge was a tough one for players to dig through, as it involved slogging through code and reverse engineering. 

Writeup: https://github.com/Rurik/CTF/tree/master/Huntress_2025 

My Hawaii Vacation (by John Hammond): This challenge involved an infostealer malware sample written in Lua. To find the flag, players needed to work through deobfuscation and decode data.

Writeup: https://github.com/sp34rh34d/CTF-writeups/tree/main/Huntress2025/My%20Hawaii%20Vacation 

Lizard (by Adam Rice): Lizard included a nested PowerShell malware as part of a spam-adware-style challenge.

Writeup: https://github.com/j0hn-G4lt/huntressCTF-2025/blob/main/Daily%20Breakdown/Day%2024/Lizard.md 

Root Canal (by Matt Kiely, aka HuskyHacks): Root Canal involved a Linux kernel rootkit that needed to be reverse engineered to find the flag on the filesystem.

Writeup: https://github.com/ThisGuyNeedsABeer/Huntress-CTF-2025/blob/main/miscellaneous/root_canal_COMPLETE/solve.txt 

Follow the Money (by Brady Heilman):An OSINT challenge that started with examining a set of .eml files to track down the flag.

Video Walkthrough: https://www.youtube.com/watch?v=IN7N_Mtm11w&list=PLibtqDrMgX7pU5ly2UI_Lk2toFhxOJ0xx&index=6 

Angler (by Tim Sword): This challenge tested the limits of phishing within EntraID environments.

Writeup: https://github.com/sp34rh34d/CTF-writeups/tree/main/Huntress2025/Angler 

NetSupport, Webshellz (by Ben Folland): Here, players could practice their digital forensics and malware analysis skills.

Writeups: https://mresecurity.com/blog/huntressctf-2025-forensics-challenges-full-writeup#webshellz 

https://github.com/j0hn-G4lt/huntressCTF-2025/blob/main/Daily%20Breakdown/Day%2023/Net%20Support.md


Figure 3: The Root Canal challenge, which involved reverse engineering a Linux kernel rootkit

Bloopers and outtakes

The CTF wasn’t without its roadblocks, and we hit our first one early on. At the start of the competition, the number of people coming in and hammering the platform all at once led to the database load being way more than anticipated. This created a spike in 404 issues. At the same time, the function timeouts exponentially increased the log streams created on the backend, compounding the issue. Luckily, the solution was fairly quick and easy: download more RAM and restart the database server.  

Meanwhile, on the competitor side, several challenges in the malware category required participants to spin out isolated virtual machines in order to analyze malware. However, some players forgot to do so. In a few cases, this even led to our Security Operations Center (SOC) analysts noticing Microsoft Defender Antivirus (MAV) alerts on impacted hosts, which pointed to files that were part of the CTF (such as Sandy.exe, which was the executable for the day three challenge referenced above). 

Happy hacking–and we’ll see you next year!

CTFs are a great resource because they help participants with some of the fundamental skills needed in the hacking community–including persistence, creativity, and rethinking our strategies after failure. 

A big thank you to this year’s participants and congratulations to the winners: we loved seeing the community come together this year, collaborate, and grow. 

We're already cooking up new challenges for Huntress CTF 2026! Check back next October for registration details and more. And in the meantime, you can practice your skills by joining us at Tradecraft Tuesday, our monthly session dedicated to revealing hacker techniques, exploring tech, and sharpening defensive know-how.




Categories
Cybersecurity Education
Summarize this postClose Speech Bubble
ChatGPTClaudePerplexityGoogle AI

See Huntress in action

Our platform combines a suite of powerful managed detection and response tools for endpoints and Microsoft 365 identities, science-backed security awareness training, and the expertise of our 24/7 Security Operations Center (SOC).

Book a Demo
Share
Facebook iconTwitter X iconLinkedin iconDownload icon
Glitch effect

You Might Also Like

  • Turning TTPs into CTF Challenges: Huntress CTF 2024 Retro

    Explore the highlights of Huntress Capture the Flag 2024, where teams cracked complex cyber challenges in a month-long journey of reverse engineering and malware analysis.
  • The Hackers in the Arena: The Huntress CTF Retrospective

    This blog post is a retrospective on the Huntress team's month-long Capture the Flag (CTF) event, highlighting diverse challenges and hacker camaraderie.
  • Cybersecurity Education Is the Key to Outsmarting Hackers

    In cybersecurity, education and training are the key to winning. Read our blog to learn how you can grow your skills through continuous security education.
  • Cybersecurity Threats in Healthcare: The 2025 Huntress Report

    These are the top cybersecurity threats in healthcare, according to Huntress’s 2025 survey of IT pros. Read the full report and learn how to avoid them.
  • CMMC: The Opportunity ($$) and Challenge for MSPs

    CMMC is coming. Learn how to turn this challenge into a major revenue opportunity for your business.
  • Navigating CMMC Compliance in 2025: How Huntress Helps

    See how Huntress fits into the updated 2024 CMMC framework. Explore how Sensitive Data Mode helps safeguard CUI and support compliance.
  • Navigating the SMB Threat Landscape: Key Insights from Huntress’ SMB Threat Report

    Navigate the SMB threat landscape with Huntress’ SMB Threat Report. Gain insights into evolving cyber threats targeting SMBs. Read on for key insights.
  • When Trust Becomes a Trap: How Huntress Foiled a Medical Software Update Hack

    Hackers cloned a legitimate medical image viewer site to distribute malware, but thanks to Huntress, the threat was detected in time. Dive into the incident and see how we uncovered the deception and averted disaster.

Sign Up for Huntress Updates

Get insider access to Huntress tradecraft, killer events, and the freshest blog updates.
Privacy • Terms
By submitting this form, you accept our Terms of Service & Privacy Policy
Thank you! Your submission has been received!
Oops! Something went wrong while submitting the form.
Huntress Managed Security PlatformManaged EDRManaged EDR for macOSManaged EDR for LinuxManaged ITDRManaged SIEMManaged Security Awareness TrainingBook a Demo
PhishingComplianceBusiness Email CompromiseEducationFinanceHealthcareManufacturingState & Local Government
Managed Service ProvidersResellersIT & Security Teams24/7 SOCCase Studies
BlogResource CenterCybersecurity 101Upcoming EventsSupport Documentation
Our CompanyLeadershipNews & PressCareersContact Us
Huntress white logo

Protecting 215k+ customers like you with enterprise-grade protection.

Privacy PolicyCookie PolicyTerms of UseCookie Consent
Linkedin iconTwitter X iconYouTube iconInstagram icon
© 2025 Huntress All Rights Reserved.

Join the Hunt

Get insider access to Huntress tradecraft, killer events, and the freshest blog updates.

By submitting this form, you accept our Terms of Service & Privacy Policy