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8kSec.io iOS Challenges Writeups

My n00b Journey Through iOS Security Challenges#

Welcome to my writeup series for the 8kSec iOS Application Exploitation Challenges. As a n00bie in iOS Security, I’m documenting my journey through 11 vulnerable iOS applications that cover everything from password managers to privacy tools. Each challenge teaches different exploitation techniques including reverse engineering, dynamic analysis, and vulnerability discovery. Will it be easy? :“D

8kSec iOS Challenges
Challenge 01: FridaInTheMiddle
Bypassing iOS anti-frida/anti-hooking using only dynamic analysis
864 words
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4 minutes
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Challenge 02: SwizzleMeTimbers
A pirate-themed iOS app with a secret buried deep inside its view controller. A simple button reads “Unlock Treasure”, but it’s protected by a method that always returns false
1059 words
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5 minutes
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Challenge 04: ClearRoute
A walkthrough on bypassing client-side anti-analysis checks in a Swift iOS app. This writeup covers how to defeat a common proxy-detection mechanism using Frida to hook and manipulate the runtime, allowing for successful network interception.
918 words
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5 minutes
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Challenge 05: TrustFall
A walkthrough on reverse engineering an iOS app to bypass deep link sanitization checks. It demonstrates using static analysis to identify logic flaws and exploiting URL parsing inconsistencies to defeat domain restrictions.
862 words
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4 minutes
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