Validator

Dockerfile Validator

Overview

This skill validates Dockerfiles using a single self-contained script (dockerfile-validate.sh) that handles everything: tool installation, validation, and cleanup.

Key Features:

• ✅ Single script execution - no dependencies on other scripts
• ✅ Auto-installs hadolint and Checkov in Python venvs if not found
• ✅ Runs all 4 validation stages (syntax, security, best practices, optimization)
• ✅ Auto-cleanup on exit using bash trap (success or failure)
• ✅ Zero configuration required

Quick Start

Single command to validate any Dockerfile:

bash scripts/dockerfile-validate.sh Dockerfile

The script automatically checks for hadolint and Checkov, installs them temporarily in Python venvs if needed, runs all 4 validation stages, then cleans up on exit.

Validation Workflow

The dockerfile-validate.sh script runs a comprehensive 4-stage validation:

1. Auto-Install (if needed) — Check for hadolint and Checkov; install in Python venvs if absent; set flag to trigger cleanup on exit via bash trap
2. [1/4] Syntax Validation (hadolint) — Dockerfile syntax checking, instruction validation, shell script validation via ShellCheck
3. [2/4] Security Scan (Checkov) — Security policy validation, hardcoded secret detection, port exposure checks, USER directive validation
4. [3/4] Best Practices Validation (custom) — Base image tag validation, non-root USER enforcement, HEALTHCHECK presence, layer efficiency, package cache cleanup, COPY ordering
5. [4/4] Optimization Analysis (custom) — Base image size analysis, multi-stage build opportunities, layer count, .dockerignore check, build structure recommendations
6. Auto-Cleanup (always runs) — Remove temp venvs on exit (success, failure, Ctrl+C, or error)

Core Capabilities

1. Syntax Validation with hadolint

Workflow:

# Run hadolint on Dockerfile
hadolint Dockerfile

# Run with JSON output for parsing
hadolint --format json Dockerfile

# Run with specific rules ignored
hadolint --ignore DL3006 --ignore DL3008 Dockerfile

# Using Docker if not installed
docker run --rm -i hadolint/hadolint < Dockerfile

For the full list of DL-prefixed (hadolint) and SC-prefixed (ShellCheck) rules, see references/docker_best_practices.md.

Rule Severity Levels: error → warning → info → style

Best Practices:

• Run hadolint before every docker build
• Integrate into CI/CD pipelines
• Configure .hadolint.yaml for project-specific rules
• Address errors before warnings

2. Security Scanning with Checkov

Installation (permanent):

pip3 install checkov          # direct
brew install checkov          # macOS

Workflow:

# Scan a Dockerfile
checkov -f Dockerfile --framework dockerfile

# Scan a directory (finds all Dockerfiles)
checkov -d . --framework dockerfile

# Compact output (failures only)
checkov -f Dockerfile --framework dockerfile --compact

# Skip specific checks
checkov -f Dockerfile --framework dockerfile --skip-check CKV_DOCKER_2

For the full list of CKV_DOCKER_* security checks, see references/security_checklist.md.

Suppressing False Positives:

# checkov:skip=CKV_DOCKER_2:Health check not applicable for this init container
FROM alpine:3.21

Best Practices:

• Run Checkov after hadolint (syntax first, then security)
• Address high-severity findings first
• Document all suppressions with clear justification
• Integrate into CI/CD pipelines

3. Best Practices Validation

Custom Validation Checks:

# Check for :latest tag usage
grep -E "^FROM.*:latest" Dockerfile

# Count FROM statements (single FROM = multi-stage opportunity)
grep -c "^FROM" Dockerfile

# Ensure USER is set before CMD/ENTRYPOINT
grep "^USER" Dockerfile

# Verify HEALTHCHECK is defined for services
grep "^HEALTHCHECK" Dockerfile

# Count RUN commands (>5 suggests combination opportunity)
grep -c "^RUN" Dockerfile

# Verify cache cleanup in same RUN layer
grep "rm -rf /var/lib/apt/lists" Dockerfile
grep "--no-cache" Dockerfile  # for apk

Non-Obvious Checks (project-specific):

Category	Non-Obvious Convention
Base Images	Prefer digest pinning (FROM alpine@sha256:…) over version tags for reproducible builds
Layer Ordering	COPY dependency manifests before source code so edits don't bust the install cache
Cache Cleanup	Must happen in the same RUN layer as the install; a separate RUN rm -rf … creates a new layer that doesn't reduce size
Multi-Stage	Named stages (AS build) allow selective --target build for CI debugging without exposing secrets in final image
Secrets	BuildKit --mount=type=secret avoids secrets ever appearing in any layer, including intermediate ones

4. Optimization Analysis

Optimization Categories:

Image Size Reduction:

# Bad: Full distro
FROM ubuntu:22.04
RUN apt-get update && apt-get install -y curl

# Good: Minimal distro
FROM alpine:3.21
RUN apk add --no-cache curl

# Better: Multi-stage with distroless
FROM golang:1.21 AS build
WORKDIR /app
COPY . .
RUN go build -o myapp

FROM gcr.io/distroless/base-debian11
COPY --from=build /app/myapp /
ENTRYPOINT ["/myapp"]

Layer Optimization:

# Bad: Separate RUN commands (creates many layers)
RUN apt-get update
RUN apt-get install -y curl
RUN apt-get install -y git

# Good: Combined RUN (single layer)
RUN apt-get update && apt-get install -y --no-install-recommends \
    curl \
    git \
    && rm -rf /var/lib/apt/lists/*

Build Cache Efficiency:

# Bad: Copy all, then install dependencies
COPY . /app
RUN pip install -r requirements.txt

# Good: Copy dependency file first
COPY requirements.txt /app/
RUN pip install -r requirements.txt
COPY . /app

5. .dockerignore Validation

# Check if .dockerignore exists
if [ ! -f .dockerignore ]; then
    echo "WARNING: .dockerignore file not found"
fi

Common patterns to include:

.git
.gitignore
.env
*.log
node_modules
Dockerfile*
docker-compose*.yml

Tool Prerequisites

The validation script automatically installs tools if not found. No manual installation required.

For permanent installations:

# hadolint
brew install hadolint  # macOS
wget -O ~/.local/bin/hadolint https://github.com/hadolint/hadolint/releases/latest/download/hadolint-Linux-x86_64 && chmod +x ~/.local/bin/hadolint  # Linux

# Checkov
pip3 install checkov

Minimum Versions: hadolint >= 2.12.0 | Checkov: latest | Python >= 3.8

Testing Auto-Install:

# Force temporary installation for testing
FORCE_TEMP_INSTALL=true bash scripts/dockerfile-validate.sh Dockerfile

Handling Missing Tools

When tools are not installed, the script auto-installs them temporarily. If auto-install fails:

1. Complete available validations — continue with custom best practices checks and note skipped stages
2. Provide installation guidance:
   • hadolint: brew install hadolint (macOS) or wget from GitHub releases (Linux)
   • Checkov: pip3 install checkov
3. Offer to rerun after installation

Tool Priority:

• Required (always run): Custom best practices validation, file existence checks
• Recommended: hadolint (syntax/linting), Checkov (security scanning)
• Optional: docker (test builds), trivy (vulnerability scanning)

Error Troubleshooting

Error	Solution
FROM instruction must be first non-comment	Move ARG VERSION=18 before FROM node:${VERSION}
Unknown instruction (typo)	Check spelling: common typos are RUNS, COPIES, FRUM
Chained RUN command fails	Use apt-get install -y package || exit 1 or set -e
COPY failed: file not found	Check path is relative to build context; verify not excluded by .dockerignore
Hardcoded secrets detected	Use BuildKit secrets: docker build --secret id=api_key,src=api_key.txt instead of ENV API_KEY=secret123
Slow builds	Optimize layer caching (COPY package files first), use .dockerignore, enable BuildKit (export DOCKER_BUILDKIT=1), use multi-stage builds

Mandatory Workflow

Follow these steps in order for every validation request:

1. Pre-Validation

• Read the Dockerfile first — Use the Read tool to examine the Dockerfile before running validation.

2. Validation

• Run the validation script — Execute bash scripts/dockerfile-validate.sh <Dockerfile> to run all 4 stages.

3. Post-Validation

• Summarize findings by severity:

  • Critical (security vulnerabilities, hardcoded secrets)
  • High (missing USER, HEALTHCHECK, :latest tags)
  • Medium (layer optimization, version pinning)
  • Low (style, informational)

• Propose specific fixes — Use the Read tool to load appropriate reference files before proposing fixes:

  Issue Type	Reference File
  Security issues (secrets, USER, ports)	references/security_checklist.md
  Size/performance optimization	references/optimization_guide.md
  General best practices	references/docker_best_practices.md

• Offer to apply fixes — Ask the user if they want fixes applied, then apply if approved.

Example interaction:

User: "Validate my Dockerfile"

1. Read the Dockerfile using Read tool
2. Run: bash scripts/dockerfile-validate.sh Dockerfile
3. Review output from all 4 stages
4. Summarize findings by severity (critical → low)
5. Use Read tool to load relevant reference files:
   - Read references/security_checklist.md (if security issues found)
   - Read references/optimization_guide.md (if optimization issues found)
   - Read references/docker_best_practices.md (if best practice issues found)
6. Propose specific fixes with code examples from reference content
7. Ask: "Would you like me to apply these fixes?"
8. Apply fixes if user approves

For multi-Dockerfile projects: find all Dockerfile* files, validate each sequentially, aggregate results, and provide a unified report with project-wide improvement suggestions.

Integration with Other Skills

• dockerfile-generator — Generate optimized Dockerfiles
• k8s-yaml-validator — Validate Kubernetes deployments that reference Docker images
• helm-validator — Validate Helm charts with container configurations

Notes

• Always validate before building images
• Address security issues before optimizations
• Test builds after applying fixes
• Version pin base images for reproducibility
• Use multi-stage builds for compiled languages
• Keep production images minimal (distroless, Alpine)
• Never commit Dockerfiles with hardcoded secrets
• Document inline suppressions with clear justification
• Regularly update base images for security patches
• Integrate validation into CI/CD pipelines

Anti-Patterns

NEVER skip Hadolint because the image builds successfully

• WHY: A Dockerfile that builds can still violate security, layer caching, and size best practices; hadolint catches these before they reach production.
• BAD: Skip linting if docker build exits 0.
• GOOD: Run hadolint Dockerfile in CI as a required check; treat W rules as warnings and DL rules as errors.

NEVER ignore DL3008 (unpinned apt packages)

• WHY: Unpinned packages produce non-reproducible images; the same Dockerfile built a month apart may install different package versions with different security postures.
• BAD: RUN apt-get install -y curl
• GOOD: RUN apt-get install -y curl=7.88.1-* or use a digest-pinned base image with pre-installed versions.

NEVER validate a Dockerfile without also scanning the built image

• WHY: Static analysis misses runtime vulnerabilities introduced by base images and installed packages; image scanning (Trivy, Grype) is complementary.
• BAD: Pass hadolint and ship the image without scanning it.
• GOOD: Run trivy image myapp:latest after build in the CI pipeline.

NEVER treat --no-cache as a security measure

• WHY: --no-cache prevents layer caching during the current build but does not remove vulnerabilities in the base image or installed packages; image scanning is still required.
• BAD: Rely on --no-cache to ensure a "fresh" secure image.
• GOOD: Use --no-cache for reproducibility in CI; pair with image scanning for security assurance.

References

Internal:

scripts/

dockerfile-validate.sh

• Single self-contained validation script
• Auto-installs hadolint and Checkov if needed
• Runs all 4 validation stages (syntax, security, best practices, optimization)
• Auto-cleanup on exit
• Usage: bash scripts/dockerfile-validate.sh [Dockerfile]

assets/

File	Purpose
good-example.Dockerfile	Best practices and optimal structure
bad-example.Dockerfile	Common mistakes and anti-patterns
security-issues.Dockerfile	Intentional security vulnerabilities for testing
python-optimized.Dockerfile	Python-specific optimizations and multi-stage build
golang-distroless.Dockerfile	Minimal Go application using distroless base image
.dockerignore.example	Example .dockerignore for build context optimization

references/

File	Contents
docker_best_practices.md	Official Docker best practices; full hadolint DL/SC rule listings
optimization_guide.md	Layer optimization and image size reduction techniques
security_checklist.md	Container security best practices; full CKV_DOCKER_* check listings

External:

Official Docker Documentation:

• Docker Best Practices
• Dockerfile Reference
• Multi-stage Builds

Security Guidelines:

• Checkov Dockerfile Scanning
• hadolint Rules

Best Practices Resources:

• Dockerfile Best Practices 2025
• Docker Security Best Practices