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/analyzing-macos-binaries

Reverse engineer and security-review macOS applications and Mach-O binaries — thinning universal binaries, recovering Objective-C/Swift structure, reading code-signing entitlements and the hardened runtime, and auditing XPC services, dylib load paths, and TCC privacy exposure.

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$ npx -y skills add trilwu/secskills --skill analyzing-macos-binaries --agent claude-code

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  • Fires itselfAuto-invocation. Claude auto-loads it when your prompt matches the work.Auto-invocation is when the right skill fires by itself at the right moment, driven by a FLOW.md router and a hook, instead of you invoking it by name. It is the difference between a skill being installed and a skill actually getting used.Read the full definition →
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Reverse engineer and security-review macOS applications and Mach-O binaries — thinning universal binaries, recovering Objective-C/Swift structure, reading code-signing entitlements and the hardened runtime, and auditing XPC services, dylib load paths, and TCC privacy exposure.

SKILL.md

analyzing-macos-binaries.SKILL.md
name: analyzing-macos-binaries
description: Reverse engineer and security-review macOS applications and Mach-O binaries — thinning universal binaries, recovering Objective-C/Swift structure, reading code-signing entitlements and the hardened runtime, and auditing XPC services, dylib load paths, and TCC privacy exposure. Use when analyzing a .app bundle or Mach-O on macOS, checking entitlements and notarization, hunting a dylib-hijack or XPC privilege bug, or reasoning about Gatekeeper and quarantine.
verified: 2026-08-07

Analyzing macOS Binaries

macOS reverse engineering is Mach-O plus a specific security model: code signing, entitlements, the sandbox, TCC privacy, and XPC between processes. The binary tells you what the code does; the entitlements and load paths tell you what it is *allowed* to do and where an attacker could get in. Read both — most macOS findings live in the gap between the two.

When to Use

  • Analyzing a `.app` bundle or a Mach-O executable/dylib/framework on macOS
  • Reading entitlements, hardened-runtime flags, notarization, and Gatekeeper

quarantine state

  • Auditing an XPC service or privileged helper for an authorization bug
  • Hunting dylib hijacking / proxying via `@rpath` and weak dylibs
  • Reasoning about TCC privacy exposure and sandbox escape surface

When NOT to Use

  • **iOS apps** — IPA decryption, FairPlay (`cryptid=1`), App Store binaries —

are `analyzing-ios-binaries`. Same Mach-O format, different toolchain and DRM.

  • **Non-Mach-O or cross-platform triage** with no macOS specifics —

`analyzing-binaries`.

  • **Turning a memory-corruption crash into an exploit** —

`exploiting-memory-corruption`.

  • **A Mach-O that is packed/encrypted before you can read it** —

`unpacking-protected-binaries`.

Triage the Binary and Bundle

  • **Thin the universal binary.** macOS ships fat binaries (x86_64 + arm64); use

`lipo -thin` (or `lipo -archs` to list) so your tools work on one slice.

  • **Read the Mach-O.** `otool -l` for load commands, `otool -L` for linked

dylibs and their paths, `nm` for symbols. Note the load commands that matter later: `LC_RPATH`, `LC_LOAD_DYLIB` / `LC_LOAD_WEAK_DYLIB`, and the code signature.

  • **Walk the bundle.** `Contents/MacOS` (the binary), `Info.plist` (identifiers,

URL schemes), `_CodeSignature`, embedded `Frameworks/`, and any bundled `XPCServices/`. The bundle layout is the map of what to analyze.

Recover Objective-C and Swift

  • **Objective-C** keeps rich runtime metadata: `class-dump` (or `dsdump`)

reconstructs class, method, and property declarations straight from the binary. This is the fastest way to see the app's structure.

  • **Swift** is harder — names are mangled and metadata is less forthcoming. Run

`swift-demangle` over symbols to get readable names, and expect to lean on the decompiler (Hopper, Ghidra, IDA) more than with Objective-C.

  • Note which language dominates before choosing the approach; a Swift binary

where `class-dump` returns little is normal, not a failure.

Code Signing, Entitlements, and Gatekeeper

This is where macOS-specific authority lives:

  • **`codesign -dvvv --entitlements :- <binary>`** dumps the signature and the

**entitlements** — the capabilities the OS grants. Entitlements like `com.apple.security.get-task-allow` (debuggable), disabled library validation, or private TCC entitlements are the high-value reads.

  • **Hardened runtime** flags restrict code injection and debugging; note whether

they are on, and whether library validation is disabled (which allows loading unsigned dylibs — directly relevant to hijacking).

  • **Notarization and Gatekeeper.** Downloaded files carry the

`com.apple.quarantine` extended attribute; Gatekeeper checks notarization on first run. Understand the quarantine/notarization state when reasoning about what will execute and what a user was warned about.

The macOS-Specific Bug Surface

  • **Dylib hijacking / proxying.** A binary that loads a dylib from an `@rpath`

that resolves to a writable location, or a `LC_LOAD_WEAK_DYLIB` that is absent, lets an attacker drop a malicious dylib and get code execution in the app's context — inheriting its entitlements. Enumerate the load paths and check which are attacker-writable and unprotected by library validation.

  • **XPC services and privileged helpers.** XPC is the mach-based IPC between an

app and its helpers (often a `SMJobBless` root helper). The classic bug is a helper that authorizes a client by **PID** — which races and is spoofable — instead of by **`audit_token`**. Trace how the service validates its caller and what privileged action it will perform; weak validation is local privilege escalation.

  • **TCC privacy.** TCC gates access to camera, mic, files, and automation. Look

at what the app is entitled to and whether it can be coerced into acting as a confused deputy for a less-privileged process, or whether an injectable dylib inherits its TCC grants.

  • **URL schemes and `Info.plist` handlers** register the app to handle input

from other apps and the web — an untrusted-input entry point.

Dynamic Analysis

Frida attaches to macOS processes for runtime hooking; `lldb` debugs (subject to `get-task-allow`/SIP); `dtrace` traces syscalls and library calls where SIP permits. Use these to watch XPC messages and dylib loads live rather than inferring them from the binary alone.

Rationalizations to Reject

  • **"It's signed and notarized, so it's safe."** Signing proves origin, not

safety, and says nothing about a dylib-hijack path or an XPC helper that trusts its caller's PID. Read the entitlements and load paths.

  • **"class-dump returned almost nothing, the binary is stripped."** That is the

normal signature of a Swift binary. Switch to `swift-demangle` and the decompiler rather than concluding there is nothing to see.

  • **"The helper checks the client PID, that's authentication."** PID checks race

and are spoofable.

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**Security skills for Claude Code that encode the judgment professionals bring, not another wrapper around a scanner.** Offense, defense, and the reverse-engineering and code-audit core both sides share. Every skill is fact-checked against primary sources.

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