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sharp-edges

Identifies error-prone APIs, dangerous configurations, and footgun designs that enable security mistakes

Install / Use

npx skills add trailofbits/skills --skill sharp-edges

Installs into whichever agent you are using.

About this skill
📄

SKILL.md

Installable skill definition

Quality Score

84/100

Category

Security

Supported Platforms

Universal

Our assessment of sharp-edges

sharp-edges scores 84/100 on our quality scale, 471st of 658 Security skills we index.

Its SKILL.md is 12 KB long, well organised into 29 sections with 8 code examples: a thorough specification that gives an agent plenty to work with.

With 7,225 GitHub stars, it is one of the more widely adopted skills in the catalogue.

Substance
29/30
Structure
20/20
Description
12/15
Adoption
16/20
Freshness
15/15

Maintenance, license and trust

  • The repository was last updated 3 days ago, so sharp-edges is actively maintained.
  • It is released under the CC-BY-SA-4.0 license; check its terms before commercial use.
  • Its trust signals score 100/100, with no cautions. These come from repository metadata, not a code audit — read the skill file before letting an agent act on it.

sharp-edges compared with similar skills

All 4 of these similar skills score higher than sharp-edges; compare them before choosing.

SkillScoreStarsUpdatedFormat
sharp-edges (this skill)by trailofbits847.2k3d agoSKILL.md
Agent-Reachby Panniantong10085.6k11d agoCLAUDE.md
headroomby headroomlabs-ai10073.9ktodayCLAUDE.md
Scraplingby D4Vinci10083.9ktodayMCP Server
LocalAIby mudler10049.3ktodayMCP Server

Frequently asked questions

How do I install sharp-edges?
Run npx skills add trailofbits/skills --skill sharp-edges. The install tabs above show the steps for each supported agent.
Which AI agents does sharp-edges work with?
It is written for Universal, as a SKILL.md file. Other agents that read the same format can often use it too.
Is sharp-edges safe to use?
It is CC-BY-SA-4.0-licensed and scores 100/100 on trust signals. Skills are instructions an agent will follow, so read the file before installing it and do not approve commands you do not understand.
Is sharp-edges still maintained?
The repository was last updated 3 days ago, so sharp-edges is actively maintained.

name: sharp-edges description: "Identifies error-prone APIs, dangerous configurations, and footgun designs that enable security mistakes. Use when reviewing API designs, configuration schemas, cryptographic library ergonomics, or evaluating whether code follows 'secure by default' and 'pit of success' principles. Triggers: footgun, misuse-resistant, secure defaults, API usability, dangerous configuration." allowed-tools: Read Grep Glob

Sharp Edges Analysis

Evaluates whether APIs, configurations, and interfaces are resistant to developer misuse. Identifies designs where the "easy path" leads to insecurity.

When to Use

  • Reviewing API or library design decisions
  • Auditing configuration schemas for dangerous options
  • Evaluating cryptographic API ergonomics
  • Assessing authentication/authorization interfaces
  • Reviewing any code that exposes security-relevant choices to developers

When NOT to Use

  • Implementation bugs (use standard code review)
  • Business logic flaws (use domain-specific analysis)
  • Performance optimization (different concern)

Agent

The sharp-edges-analyzer agent runs the full sharp edges analysis workflow autonomously. Use it when you want a dedicated analysis of APIs, configurations, or interfaces for misuse resistance and footgun potential. The agent follows the four-phase workflow (Surface Identification, Edge Case Probing, Threat Modeling, Validate Findings) and reads language-specific references on demand.

Core Principle

The pit of success: Secure usage should be the path of least resistance. If developers must understand cryptography, read documentation carefully, or remember special rules to avoid vulnerabilities, the API has failed.

Rationalizations to Reject

| Rationalization | Why It's Wrong | Required Action | |-----------------|----------------|-----------------| | "It's documented" | Developers don't read docs under deadline pressure | Make the secure choice the default or only option | | "Advanced users need flexibility" | Flexibility creates footguns; most "advanced" usage is copy-paste | Provide safe high-level APIs; hide primitives | | "It's the developer's responsibility" | Blame-shifting; you designed the footgun | Remove the footgun or make it impossible to misuse | | "Nobody would actually do that" | Developers do everything imaginable under pressure | Assume maximum developer confusion | | "It's just a configuration option" | Config is code; wrong configs ship to production | Validate configs; reject dangerous combinations | | "We need backwards compatibility" | Insecure defaults can't be grandfather-claused | Deprecate loudly; force migration |

Sharp Edge Categories

1. Algorithm/Mode Selection Footguns

APIs that let developers choose algorithms invite choosing wrong ones.

The JWT Pattern (canonical example):

  • Header specifies algorithm: attacker can set "alg": "none" to bypass signatures
  • Algorithm confusion: RSA public key used as HMAC secret when switching RS256→HS256
  • Root cause: Letting untrusted input control security-critical decisions

Detection patterns:

  • Function parameters like algorithm, mode, cipher, hash_type
  • Enums/strings selecting cryptographic primitives
  • Configuration options for security mechanisms

Example - PHP password_hash allowing weak algorithms:

// DANGEROUS: allows crc32, md5, sha1
password_hash($password, PASSWORD_DEFAULT); // Good - no choice
hash($algorithm, $password); // BAD: accepts "crc32"

2. Dangerous Defaults

Defaults that are insecure, or zero/empty values that disable security.

The OTP Lifetime Pattern:

# What happens when lifetime=0?
def verify_otp(code, lifetime=300):  # 300 seconds default
    if lifetime == 0:
        return True  # OOPS: 0 means "accept all"?
        # Or does it mean "expired immediately"?

Detection patterns:

  • Timeouts/lifetimes that accept 0 (infinite? immediate expiry?)
  • Empty strings that bypass checks
  • Null values that skip validation
  • Boolean defaults that disable security features
  • Negative values with undefined semantics

Questions to ask:

  • What happens with timeout=0? max_attempts=0? key=""?
  • Is the default the most secure option?
  • Can any default value disable security entirely?

3. Primitive vs. Semantic APIs

APIs that expose raw bytes instead of meaningful types invite type confusion.

The Libsodium vs. Halite Pattern:

// Libsodium (primitives): bytes are bytes
sodium_crypto_box($message, $nonce, $keypair);
// Easy to: swap nonce/keypair, reuse nonces, use wrong key type

// Halite (semantic): types enforce correct usage
Crypto::seal($message, new EncryptionPublicKey($key));
// Wrong key type = type error, not silent failure

Detection patterns:

  • Functions taking bytes, string, []byte for distinct security concepts
  • Parameters that could be swapped without type errors
  • Same type used for keys, nonces, ciphertexts, signatures

The comparison footgun:

// Timing-safe comparison looks identical to unsafe
if hmac == expected { }           // BAD: timing attack
if hmac.Equal(mac, expected) { }  // Good: constant-time
// Same types, different security properties

4. Configuration Cliffs

One wrong setting creates catastrophic failure, with no warning.

Detection patterns:

  • Boolean flags that disable security entirely
  • String configs that aren't validated
  • Combinations of settings that interact dangerously
  • Environment variables that override security settings
  • Constructor parameters with sensible defaults but no validation (callers can override with insecure values)

Examples:

# One typo = disaster
verify_ssl: fasle  # Typo silently accepted as truthy?

# Magic values
session_timeout: -1  # Does this mean "never expire"?

# Dangerous combinations accepted silently
auth_required: true
bypass_auth_for_health_checks: true
health_check_path: "/"  # Oops
// Sensible default doesn't protect against bad callers
public function __construct(
    public string $hashAlgo = 'sha256',  // Good default...
    public int $otpLifetime = 120,       // ...but accepts md5, 0, etc.
) {}

See config-patterns.md for detailed patterns.

5. Silent Failures

Errors that don't surface, or success that masks failure.

Detection patterns:

  • Functions returning booleans instead of throwing on security failures
  • Empty catch blocks around security operations
  • Default values substituted on parse errors
  • Verification functions that "succeed" on malformed input

Examples:

# Silent bypass
def verify_signature(sig, data, key):
    if not key:
        return True  # No key = skip verification?!

# Return value ignored
signature.verify(data, sig)  # Throws on failure
crypto.verify(data, sig)     # Returns False on failure
# Developer forgets to check return value

6. Stringly-Typed Security

Security-critical values as plain strings enable injection and confusion.

Detection patterns:

  • SQL/commands built from string concatenation
  • Permissions as comma-separated strings
  • Roles/scopes as arbitrary strings instead of enums
  • URLs constructed by joining strings

The permission accumulation footgun:

permissions = "read,write"
permissions += ",admin"  # Too easy to escalate

# vs. type-safe
permissions = {Permission.READ, Permission.WRITE}
permissions.add(Permission.ADMIN)  # At least it's explicit

Analysis Workflow

Phase 1: Surface Identification

  1. Map security-relevant APIs: authentication, authorization, cryptography, session management, input validation
  2. Identify developer choice points: Where can developers select algorithms, configure timeouts, choose modes?
  3. Find configuration schemas: Environment variables, config files, constructor parameters

Phase 2: Edge Case Probing

For each choice point, ask:

  • Zero/empty/null: What happens with 0, "", null, []?
  • Negative values: What does -1 mean? Infinite? Error?
  • Type confusion: Can different security concepts be swapped?
  • Default values: Is the default secure? Is it documented?
  • Error paths: What happens on invalid input? Silent acceptance?

Phase 3: Threat Modeling

Consider three adversaries:

  1. The Scoundrel: Actively malicious developer or attacker controlling config

    • Can they disable security via configuration?
    • Can they downgrade algorithms?
    • Can they inject malicious values?
  2. The Lazy Developer: Copy-pastes examples, skips documentation

    • Will the first example they find be secure?
    • Is the path of least resistance secure?
    • Do error messages guide toward secure usage?
  3. The Confused Developer: Misunderstands the API

    • Can they swap parameters without type errors?
    • Can they use the wrong key/algorithm/mode by accident?
    • Are failure modes obvious or silent?

Phase 4: Validate Findings

For each identified sharp edge:

  1. Reproduce the misuse: Write minimal code demonstrating the footgun
  2. Verify exploitability: Does the misuse create a real vulnerability?
  3. Check documentation: Is the danger documented? (Documentation doesn't excuse bad design, but affects severity)
  4. Test mitigations: Can the API be used safely with reasonable effort?

If a finding seems questionable, return to Phase 2 and probe more edge cases.

Severity Classification

| Severity | Criteria | Examples | |----------|----------|----------| | Critical | Default or obvious usage is insecure | verify: false default; empty password allowed | | High | Easy misconfiguration breaks security | Algorithm parameter accepts "none" | | Medium | Unusual but possible misconfiguration | Negative timeout has unexpected meaning | | Low | Requires deliberate misuse | Obscure parameter combination |

References

By category:

By language (general footguns, not crypto-specific):

| Language | Guide | |----------|-------| | C/C++ | references/lang-c.md | | Go | references/lang-go.md | | Rust | references/lang-rust.md | | Swift | references/lang-swift.md | | Java | references/lang-java.md | | Kotlin | references/lang-kotlin.md | | C# | references/lang-csharp.md | | PHP | references/lang-php.md | | JavaScript/TypeScript | references/lang-javascript.md | | Python | references/lang-python.md | | Ruby | references/lang-ruby.md |

See also references/language-specific.md for a combined quick reference.

Quality Checklist

Before concluding analysis:

  • [ ] Probed all zero/empty/null edge cases
  • [ ] Verified defaults are secure
  • [ ] Checked for algorithm/mode selection footguns
  • [ ] Tested type confusion between security concepts
  • [ ] Considered all three adversary types
  • [ ] Verified error paths don't bypass security
  • [ ] Checked configuration validation
  • [ ] Constructor params validated (not just defaulted) - see config-patterns.md

Related Skills

View on GitHub
GitHub Stars7.2k
CategorySecurity
Updated3d ago
Forks615

Languages

Python

Trust signals

100/100

From repository metadata: license, adoption, age and documentation. Not a code audit — see the Safety scan above for what the skill file itself contains.

No cautions