---
title: "Security and Reliability Checklist"
description: "- **XSS**: Unsafe HTML injection, Jinja2 `|safe` filter or `Markup()` bypassing auto-escaping, raw string interpolation in HTML responses - **Injection**: SQL injection via f-strings or `%` formatting instead of parameterized queries; command injection via `os.system`, `subprocess.run(shell=True)` with user input - **SSRF**: User-controlled URLs reaching internal services without allowlist validat"
type: skill
canonical_url: https://claudary.paisolsolutions.com/skills/security-checklist-5
source: "Claudary"
difficulty: intermediate
author: "Claude Code Knowledge Pack"
date: 2026-07-10T11:46:28.503Z
license: CC-BY-4.0
attribution: "Security and Reliability Checklist — Claudary (https://claudary.paisolsolutions.com/skills/security-checklist-5)"
---

# Security and Reliability Checklist
- **XSS**: Unsafe HTML injection, Jinja2 `|safe` filter or `Markup()` bypassing auto-escaping, raw string interpolation in HTML responses - **Injection**: SQL injection via f-strings or `%` formatting instead of parameterized queries; command injection via `os.system`, `subprocess.run(shell=True)` with user input - **SSRF**: User-controlled URLs reaching internal services without allowlist validat

## Overview

# Security and Reliability Checklist

## Contents
- Input/Output Safety (XSS, injection, SSRF, path traversal, unsafe deserialization)
- AuthN/AuthZ
- JWT & Token Security
- Secrets and PII
- Supply Chain & Dependencies
- CORS & Headers
- Runtime Risks (unbounded ops, GIL contention, resource exhaustion)
- Cryptography
- Race Conditions (shared state, TOCTOU, database concurrency, distributed)
- Data Integrity

## Input/Output Safety

- **XSS**: Unsafe HTML injection, Jinja2 `|safe` filter or `Markup()` bypassing auto-escaping, raw string interpolation in HTML responses
- **Injection**: SQL injection via f-strings or `%` formatting instead of parameterized queries; command injection via `os.system`, `subprocess.run(shell=True)` with user input
- **SSRF**: User-controlled URLs reaching internal services without allowlist validation
- **Path traversal**: User input in file paths without sanitization (`../` attacks), `os.path.join` with absolute user input bypassing base directory
- **Unsafe deserialization**: Using `pickle.loads`, `yaml.load` (without `SafeLoader`), or `eval`/`exec` on untrusted input
- **Code injection via imports**: User input reaching `__import__`, `importlib.import_module`, or dynamic module loading

## AuthN/AuthZ

- Missing tenant or ownership checks for read/write operations
- New endpoints without auth guards or RBAC enforcement
- Trusting client-provided roles/flags/IDs
- Broken access control (IDOR - Insecure Direct Object Reference)
- Session fixation or weak session management

## JWT & Token Security

- Algorithm confusion attacks (accepting `none` or `HS256` when expecting `RS256`)
- Weak or hardcoded secrets
- Missing expiration (`exp`) or not validating it
- Sensitive data in JWT payload (tokens are base64, not encrypted)
- Not validating `iss` (issuer) or `aud` (audience)

## Secrets and PII

- API keys, tokens, or credentials in code/config/logs
- Secrets in git history or environment variables exposed to client
- Excessive logging of PII or sensitive payloads
- Missing data masking in error messages

## Supply Chain & Dependencies

- Unpinned dependencies allowing malicious updates (missing version pins in `requirements.txt`/`pyproject.toml`)
- Dependency confusion (private package name collision on PyPI)
- Importing from untrusted sources without integrity checks
- Outdated dependencies with known CVEs

## CORS & Headers

- Overly permissive CORS (`Access-Control-Allow-Origin: *` with credentials)
- Missing security headers (CSP, X-Frame-Options, X-Content-Type-Options)
- Exposed internal headers or stack traces

## Runtime Risks

- Unbounded loops, recursive calls, or large in-memory buffers
- Missing timeouts, retries, or rate limiting on external calls
- Blocking operations on the event loop (sync I/O in `async` context)
- Resource exhaustion (file handles, connections, memory)
- **`assert` stripped in optimized mode**: `python -O` removes all `assert` statements — never use `assert` for security/input validation
- ReDoS (Regular Expression Denial of Service)

## Cryptography

- Weak algorithms (MD5, SHA1 for security purposes)
- Hardcoded IVs or salts
- Using encryption without authentication (ECB mode, no HMAC)
- Insufficient key length
- Using `==` for secret/token comparison instead of `hmac.compare_digest` (leaks timing information)

## Race Conditions

Race conditions are subtle bugs that cause intermittent failures and security vulnerabilities. Pay special attention to:

### Shared State Access
- Multiple threads accessing shared variables without locks (GIL does not protect multi-step operations)
- Global state or module-level mutables modified concurrently
- Lazy initialization without proper locking
- Non-thread-safe collections used in concurrent context

### Check-Then-Act (TOCTOU)
- `if (exists) then use` patterns without atomic operations
- `if (authorized) then perform` where authorization can change
- File existence check followed by file operation
- Balance check followed by deduction (financial operations)
- Inventory check followed by order placement
- `tempfile.mktemp()` is deprecated (TOCTOU race) — use `tempfile.mkstemp()` or `NamedTemporaryFile`

### Database Concurrency
- Missing optimistic locking (`version` column, `updated_at` checks)
- Missing pessimistic locking (`SELECT FOR UPDATE`)
- Read-modify-write without transaction isolation
- Counter increments without atomic operations (`UPDATE SET count = count + 1`)
- Unique constraint violations in concurrent inserts

### Distributed Systems
- Missing distributed locks for shared resources
- Leader election race conditions
- Cache invalidation races (stale reads after writes)
- Event ordering dependencies without proper sequencing
- Split-brain scenarios in cluster operations

### Common Patterns to Flag
```python
# Dangerous patterns:

# TOCTOU
if not os.path.exists(path):
    open(path, "w").write(data)

# Read-modify-write
value = cache.get(key)
value += 1
cache.set(key, value)

# Check-then-act
if user.balance >= amount:
    user.balance -= amount
    user.save()
```

### Questions to Ask
- "What happens if two requests hit this code simultaneously?"
- "Is this operation atomic or can it be interrupted?"
- "What shared state does this code access?"
- "How does this behave under high concurrency?"

## Data Integrity

- Missing transactions, partial writes, or inconsistent state updates
- Weak validation before persistence (implicit type conversion issues)
- Missing idempotency for retryable operations
- Lost updates due to concurrent modifications

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Source: [Claudary](https://claudary.paisolsolutions.com/skills/security-checklist-5) · https://claudary.paisolsolutions.com
