diff --git a/.github/workflows/pypi-license-header.yaml b/.github/workflows/pypi-license-header.yaml
new file mode 100644
index 0000000..36cde40
--- /dev/null
+++ b/.github/workflows/pypi-license-header.yaml
@@ -0,0 +1,88 @@
+name: CI
+
+on:
+  push:
+    branches:
+      - main
+    paths:
+      - "pypi-packages/license-header/**"
+      - ".github/workflows/pypi-license-header.yaml"
+  pull_request:
+    paths:
+      - "pypi-packages/license-header/**"
+      - ".github/workflows/pypi-license-header.yaml"
+  workflow_dispatch:
+
+permissions:
+  contents: read
+
+defaults:
+  run:
+    working-directory: pypi-packages/license-header
+
+jobs:
+  test:
+    runs-on: ${{ matrix.runner }}
+    strategy:
+      fail-fast: false
+      matrix:
+        runner:
+          - ubuntu-24.04
+          - macos-15
+          - windows-2025
+
+        python-version:
+          - "3.10"
+          - "3.11"
+          - "3.12"
+          - "3.13"
+          - "3.14"
+          - "3.14t"
+    steps:
+      - uses: actions/checkout@9c091bb21b7c1c1d1991bb908d89e4e9dddfe3e0 # v7.0.0
+
+      - name: Install uv with Python ${{ matrix.python-version }}
+        uses: astral-sh/setup-uv@fac544c07dec837d0ccb6301d7b5580bf5edae39 # v8.2.0
+        with:
+          version: "0.11.23"
+          python-version: ${{ matrix.python-version }}
+
+      - run: uv sync --locked
+
+      - run: uv run poe test
+
+  lint:
+    runs-on: ubuntu-24.04
+    steps:
+      - uses: actions/checkout@9c091bb21b7c1c1d1991bb908d89e4e9dddfe3e0 # v7.0.0
+
+      - uses: astral-sh/setup-uv@fac544c07dec837d0ccb6301d7b5580bf5edae39 # v8.2.0
+        with:
+          version: "0.11.23"
+          python-version: "3.10"
+
+      - run: uv sync --locked
+
+      - run: uv run poe lint
+
+  release:
+    runs-on: ubuntu-24.04
+    needs: [test, lint]
+    environment: ${{ github.event_name != 'pull_request' && 'pypi-license-header' || null }}
+    steps:
+      - uses: actions/checkout@9c091bb21b7c1c1d1991bb908d89e4e9dddfe3e0 # v7.0.0
+
+      - uses: astral-sh/setup-uv@fac544c07dec837d0ccb6301d7b5580bf5edae39 # v8.2.0
+        with:
+          version: "0.11.23"
+          python-version: "3.10"
+
+      - run: uv sync --frozen
+
+      - run: uv build
+
+      - name: publish
+        if: github.event_name != 'pull_request'
+        uses: pypa/gh-action-pypi-publish@cef221092ed1bacb1cc03d23a2d87d1d172e277b # v1.14.0
+        with:
+          skip-existing: true
diff --git a/.gitignore b/.gitignore
index e626c5a..a897a1a 100644
--- a/.gitignore
+++ b/.gitignore
@@ -6,3 +6,7 @@
 *.svg
 cover.out
 node_modules
+__pycache__
+.venv
+.ruff_cache
+.pytest_cache
diff --git a/pypi-packages/license-header/LICENSE b/pypi-packages/license-header/LICENSE
new file mode 120000
index 0000000..30cff74
--- /dev/null
+++ b/pypi-packages/license-header/LICENSE
@@ -0,0 +1 @@
+../../LICENSE
\ No newline at end of file
diff --git a/pypi-packages/license-header/README.md b/pypi-packages/license-header/README.md
new file mode 100644
index 0000000..c657929
--- /dev/null
+++ b/pypi-packages/license-header/README.md
@@ -0,0 +1,28 @@
+# license-header
+
+A tool to add and update license headers in source code.
+
+## Usage
+
+Add `license-header` as a dev dependency.
+
+```shellsession
+uv add --dev license-header
+```
+
+Configure your license settings in `pyproject.toml`.
+
+```toml
+[tool.licenseheader]
+copyright-holder = "Buf Technologies, Inc."
+year-range = "2025-2026"
+```
+
+and run!
+
+```shellsession
+uv run license-header
+```
+
+This will add license headers to any files missing them. To fail on missing headers instead,
+run with `--check`.
diff --git a/pypi-packages/license-header/pyproject.toml b/pypi-packages/license-header/pyproject.toml
new file mode 100644
index 0000000..1857360
--- /dev/null
+++ b/pypi-packages/license-header/pyproject.toml
@@ -0,0 +1,76 @@
+[project]
+name = "license-header"
+version = "0.0.1"
+description = "Handle license headers"
+requires-python = ">=3.10"
+license = "Apache-2.0"
+license-files = ["LICENSE"]
+dependencies = ["tomli==2.4.1"]
+
+[project.scripts]
+license-header = "license_header:main"
+
+[dependency-groups]
+dev = [
+  "poethepoet==0.46.0",
+  "pytest==9.1.1",
+  "pytest-cov==7.1.0",
+  "ruff==0.15.18",
+  "tombi==1.1.4",
+  "ty==0.0.51",
+]
+
+[build-system]
+requires = ["uv_build>=0.11.2,<0.12"]
+build-backend = "uv_build"
+
+[tool.licenseheader]
+copyright-holder = "Buf Technologies, Inc."
+year-range = "2025-2026"
+
+## Format
+[tool.poe.tasks.format]
+help = "Apply all autoformatting"
+sequence = ["format-license-header", "format-python", "format-toml"]
+
+[tool.poe.tasks.format-python]
+help = "Format Python files with ruff"
+sequence = [
+  { cmd = "ruff check --fix --unsafe-fixes --exit-zero ." },
+  { cmd = "ruff format" }
+]
+
+[tool.poe.tasks.format-license-header]
+help = "Add/update license headers in source files"
+cmd = "license-header"
+
+[tool.poe.tasks.format-toml]
+help = "Format TOML files with tombi"
+cmd = "tombi format"
+
+[tool.poe.tasks.lint]
+help = "Apply all lints"
+sequence = ["lint-license-header", "lint-python", "lint-toml"]
+
+[tool.poe.tasks.lint-license-header]
+help = "Lint license headers"
+cmd = "license-header --check"
+
+[tool.poe.tasks.lint-python]
+help = "Lint Python files"
+sequence = [
+  { cmd = "ruff check ." },
+  { cmd = "ruff format --check ." },
+  { cmd = "ty check" },
+]
+
+[tool.poe.tasks.lint-toml]
+help = "Lint TOML files"
+cmd = "tombi lint"
+
+[tool.poe.tasks.test]
+help = "Run tests"
+cmd = "pytest"
+
+[tool.pytest]
+filterwarnings = ["error"]
diff --git a/pypi-packages/license-header/src/license_header/__init__.py b/pypi-packages/license-header/src/license_header/__init__.py
new file mode 100644
index 0000000..dd0b0d1
--- /dev/null
+++ b/pypi-packages/license-header/src/license_header/__init__.py
@@ -0,0 +1,20 @@
+# Copyright (c) 2025-2026 Buf Technologies, Inc.
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#     http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+"""A tool to add and check license headers in Python files."""
+
+from __future__ import annotations
+
+from license_header._api import apply_license_headers, check_license_headers, main
+
+__all__ = ["apply_license_headers", "check_license_headers", "main"]
diff --git a/pypi-packages/license-header/src/license_header/__main__.py b/pypi-packages/license-header/src/license_header/__main__.py
new file mode 100644
index 0000000..2bf5611
--- /dev/null
+++ b/pypi-packages/license-header/src/license_header/__main__.py
@@ -0,0 +1,20 @@
+# Copyright (c) 2025-2026 Buf Technologies, Inc.
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#     http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+"""Entry point for python -m license_header."""
+
+from __future__ import annotations
+
+from license_header._api import main
+
+main()
diff --git a/pypi-packages/license-header/src/license_header/_api.py b/pypi-packages/license-header/src/license_header/_api.py
new file mode 100644
index 0000000..ab71a89
--- /dev/null
+++ b/pypi-packages/license-header/src/license_header/_api.py
@@ -0,0 +1,112 @@
+# Copyright (c) 2025-2026 Buf Technologies, Inc.
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#     http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+"""Public API and CLI entry point."""
+
+from __future__ import annotations
+
+import argparse
+import sys
+from pathlib import Path
+from typing import TYPE_CHECKING
+
+if TYPE_CHECKING:
+    from collections.abc import Iterator
+
+from license_header._config import Config, load_config
+from license_header._files import list_files
+from license_header._header import STYLES, make_header, modify
+
+
+def _iter_modifications(
+    dirs: list[Path] | None, config: Config | None
+) -> Iterator[tuple[Path, str]]:
+    """Yield ``(path, new_content)`` for every file that needs a header update."""
+    if config is None:
+        config = load_config()
+    headers = {
+        ext: (make_header(config.copyright_holder, config.year_range, style), style)
+        for ext, style in STYLES.items()
+    }
+    for path in list_files(dirs or [], config.ignore_patterns, frozenset(headers)):
+        header, style = headers[path.suffix]
+        content = path.read_text(encoding="utf-8")
+        result = modify(content, header, style)
+        if result != content:
+            yield path, result
+
+
+def apply_license_headers(
+    dirs: list[Path] | None = None, config: Config | None = None
+) -> list[Path]:
+    """Apply license headers to files.
+
+    Args:
+        dirs: Directories to process. Defaults to the pyproject.toml directory.
+        config: Configuration. Loaded from pyproject.toml if not provided.
+
+    Returns:
+        List of files that were modified.
+    """
+    modified: list[Path] = []
+    for path, result in _iter_modifications(dirs, config):
+        path.write_text(result, encoding="utf-8")
+        modified.append(path)
+    return modified
+
+
+def check_license_headers(
+    dirs: list[Path] | None = None, config: Config | None = None
+) -> list[Path]:
+    """Check that files have correct license headers.
+
+    Args:
+        dirs: Directories to process. Defaults to the pyproject.toml directory.
+        config: Configuration. Loaded from pyproject.toml if not provided.
+
+    Returns:
+        List of files with missing or incorrect headers.
+    """
+    return [path for path, _ in _iter_modifications(dirs, config)]
+
+
+def main() -> None:
+    """CLI entry point."""
+    parser = argparse.ArgumentParser(
+        prog="license-header",
+        description="Add or check license headers in source files.",
+    )
+    parser.add_argument(
+        "dirs",
+        nargs="*",
+        type=Path,
+        help="Directories to process (default: project root)",
+    )
+    parser.add_argument(
+        "--check", action="store_true", help="Check mode: exit 1 if headers are missing"
+    )
+    args = parser.parse_args()
+
+    dirs: list[Path] = args.dirs or []
+
+    if args.check:
+        missing = check_license_headers(dirs=dirs)
+        if missing:
+            sys.stderr.write(f"missing license header in {len(missing)} files:\n")
+            for path in missing:
+                sys.stderr.write(f"  {path}\n")
+            sys.exit(1)
+        sys.exit(0)
+
+    modified = apply_license_headers(dirs=dirs)
+    print(f"updated {len(modified)} license headers.")  # noqa: T201
diff --git a/pypi-packages/license-header/src/license_header/_config.py b/pypi-packages/license-header/src/license_header/_config.py
new file mode 100644
index 0000000..bf93bae
--- /dev/null
+++ b/pypi-packages/license-header/src/license_header/_config.py
@@ -0,0 +1,108 @@
+# Copyright (c) 2025-2026 Buf Technologies, Inc.
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#     http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+"""Read license header configuration from pyproject.toml."""
+
+from __future__ import annotations
+
+import dataclasses
+from pathlib import Path
+from typing import Any
+
+import tomli as tomllib
+
+
+@dataclasses.dataclass(frozen=True)
+class Config:
+    """License header configuration."""
+
+    license_type: str
+    copyright_holder: str
+    year_range: str
+    ignore_patterns: list[str]
+    pyproject_dir: Path
+
+
+def load_config(pyproject_path: Path | None = None) -> Config:
+    """Load configuration from pyproject.toml.
+
+    Args:
+        pyproject_path: Explicit path to pyproject.toml. If None, searches
+            upward from the current working directory.
+
+    Returns:
+        Parsed configuration.
+
+    Raises:
+        FileNotFoundError: If no pyproject.toml is found.
+        ValueError: If required configuration is missing or invalid.
+    """
+    if pyproject_path is None:
+        pyproject_path = _find_pyproject()
+    data = tomllib.loads(pyproject_path.read_text(encoding="utf-8"))
+
+    license_type: str | None = _get(data, "project", "license")
+    if license_type is None:
+        msg = "pyproject.toml: [project].license is required"
+        raise ValueError(msg)
+    if license_type != "Apache-2.0":
+        msg = f"pyproject.toml: unsupported license {license_type!r}, only 'Apache-2.0' is supported"
+        raise ValueError(msg)
+
+    tool: dict[str, Any] | None = _get(data, "tool", "licenseheader")
+    if tool is None:
+        msg = "pyproject.toml: [tool.licenseheader] section is required"
+        raise ValueError(msg)
+
+    copyright_holder: str | None = tool.get("copyright-holder")
+    if copyright_holder is None:
+        msg = "pyproject.toml: [tool.licenseheader].copyright-holder is required"
+        raise ValueError(msg)
+
+    year_range: str | None = tool.get("year-range")
+    if year_range is None:
+        msg = "pyproject.toml: [tool.licenseheader].year-range is required"
+        raise ValueError(msg)
+
+    ignore_patterns: list[str] = tool.get("ignore", [])
+
+    return Config(
+        license_type=license_type,
+        copyright_holder=copyright_holder,
+        year_range=str(year_range),
+        ignore_patterns=ignore_patterns,
+        pyproject_dir=pyproject_path.parent,
+    )
+
+
+def _find_pyproject() -> Path:
+    """Walk up from cwd to find pyproject.toml."""
+    current = Path.cwd().resolve()
+    for directory in (current, *current.parents):
+        candidate = directory / "pyproject.toml"
+        if candidate.is_file():
+            return candidate
+    msg = "could not find pyproject.toml"
+    raise FileNotFoundError(msg)
+
+
+def _get(data: dict[str, Any], *keys: str) -> Any:
+    """Safely traverse nested dicts."""
+    current: Any = data
+    for key in keys:
+        if not isinstance(current, dict):
+            return None
+        current = current.get(key)
+        if current is None:
+            return None
+    return current
diff --git a/pypi-packages/license-header/src/license_header/_files.py b/pypi-packages/license-header/src/license_header/_files.py
new file mode 100644
index 0000000..6645a48
--- /dev/null
+++ b/pypi-packages/license-header/src/license_header/_files.py
@@ -0,0 +1,85 @@
+# Copyright (c) 2025-2026 Buf Technologies, Inc.
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#     http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+"""File discovery using git ls-files."""
+
+from __future__ import annotations
+
+import fnmatch
+import subprocess
+from pathlib import Path
+
+
+def list_files(
+    dirs: list[Path], ignore_patterns: list[str], extensions: frozenset[str]
+) -> list[Path]:
+    """List supported files tracked by git, excluding ignored patterns.
+
+    Args:
+        dirs: Directories to search. Defaults to ["."] if empty.
+        ignore_patterns: Glob patterns for files to skip (e.g. ``**/gen/**``).
+        extensions: File extensions to include (e.g. ``{".py", ".sh"}``).
+
+    Returns:
+        Sorted list of file paths.
+    """
+    if not dirs:
+        dirs = [Path()]
+
+    dir_args = [str(d) for d in dirs]
+    result = subprocess.run(  # noqa: S603
+        [  # noqa: S607
+            "git",
+            "ls-files",
+            "--cached",
+            "--others",
+            "--exclude-standard",
+            "--",
+            *dir_args,
+        ],
+        capture_output=True,
+        text=True,
+        check=True,
+    )
+
+    files: list[Path] = []
+    for line in result.stdout.splitlines():
+        path = Path(line)
+        if path.suffix not in extensions:
+            continue
+        if _is_ignored(str(path), ignore_patterns):
+            continue
+        if not path.exists():
+            continue
+        files.append(path)
+
+    return sorted(files)
+
+
+def _is_ignored(filepath: str, patterns: list[str]) -> bool:
+    """Check if a filepath matches any ignore pattern.
+
+    Patterns follow fnmatch semantics against the full path.
+    Use ``**/`` prefix to match at any depth (e.g. ``**/gen/**``).
+    """
+    for pattern in patterns:
+        if fnmatch.fnmatch(filepath, pattern):
+            return True
+        # Expand ** to match any number of path segments
+        if pattern.startswith("**/"):
+            suffix = pattern[3:]
+            parts = filepath.split("/")
+            for i in range(len(parts)):
+                if fnmatch.fnmatch("/".join(parts[i:]), suffix):
+                    return True
+    return False
diff --git a/pypi-packages/license-header/src/license_header/_header.py b/pypi-packages/license-header/src/license_header/_header.py
new file mode 100644
index 0000000..90cd9c5
--- /dev/null
+++ b/pypi-packages/license-header/src/license_header/_header.py
@@ -0,0 +1,160 @@
+# Copyright (c) 2025-2026 Buf Technologies, Inc.
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#     http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+"""License header generation, detection, and modification."""
+
+from __future__ import annotations
+
+import dataclasses
+
+
+@dataclasses.dataclass(frozen=True)
+class CommentStyle:
+    """Comment style for a file type."""
+
+    prefix: str  # e.g. "# ", "## ", "// "
+    blank: str  # e.g. "#", "##", "//"
+    wrap: bool  # whether to add blank-prefix lines before/after body
+
+
+HASH = CommentStyle(prefix="# ", blank="#", wrap=False)
+DOUBLE_HASH = CommentStyle(prefix="## ", blank="##", wrap=False)
+DOUBLE_SLASH = CommentStyle(prefix="// ", blank="//", wrap=False)
+
+STYLES: dict[str, CommentStyle] = {
+    ".py": HASH,
+    ".pyi": HASH,
+    ".sh": DOUBLE_HASH,
+    ".go": DOUBLE_SLASH,
+    ".proto": DOUBLE_SLASH,
+}
+
+_APACHE_2_0_TEMPLATE = """\
+Copyright (c) {year_range} {copyright_holder}
+
+Licensed under the Apache License, Version 2.0 (the "License");
+you may not use this file except in compliance with the License.
+You may obtain a copy of the License at
+
+    http://www.apache.org/licenses/LICENSE-2.0
+
+Unless required by applicable law or agreed to in writing, software
+distributed under the License is distributed on an "AS IS" BASIS,
+WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+See the License for the specific language governing permissions and
+limitations under the License."""
+
+
+def make_header(copyright_holder: str, year_range: str, style: CommentStyle) -> str:
+    """Generate a formatted license header comment block."""
+    body = _APACHE_2_0_TEMPLATE.format(
+        year_range=year_range, copyright_holder=copyright_holder
+    )
+    lines: list[str] = []
+    if style.wrap:
+        lines.append(style.blank)
+    for line in body.splitlines():
+        if line:
+            lines.append(f"{style.prefix}{line}")
+        else:
+            lines.append(style.blank)
+    if style.wrap:
+        lines.append(style.blank)
+    return "\n".join(lines) + "\n"
+
+
+def modify(content: str, header: str, style: CommentStyle) -> str:
+    """Add or replace the license header in file content.
+
+    Returns the modified content. If the header is already correct,
+    returns the original content unchanged.
+    """
+    if not content:
+        return header
+
+    lines = content.splitlines(keepends=True)
+    skip_until = _count_skip_lines(lines)
+    start, end = _find_existing_header(lines, skip_until, style)
+
+    if start >= 0:
+        existing = "".join(lines[start:end])
+        if existing == header:
+            return content
+        return "".join(lines[:start]) + header + "".join(lines[end:])
+
+    prefix = "".join(lines[:skip_until])
+    rest = "".join(lines[skip_until:])
+    if prefix and not prefix.endswith("\n"):
+        prefix += "\n"
+    # Ensure a blank line between the header and adjacent comment lines
+    # so they aren't detected as a single block on re-runs.
+    if rest and _is_comment_line(rest.splitlines()[0] + "\n", style):
+        header += "\n"
+    return prefix + header + rest
+
+
+def _count_skip_lines(lines: list[str]) -> int:
+    """Count lines to preserve at the top (shebang, encoding)."""
+    idx = 0
+    if idx < len(lines) and lines[idx].startswith("#!"):
+        idx += 1
+    if idx < len(lines) and _is_encoding_line(lines[idx]):
+        idx += 1
+    return idx
+
+
+def _is_encoding_line(line: str) -> bool:
+    """Check if a line is a PEP 263 encoding declaration."""
+    stripped = line.strip()
+    return stripped.startswith(("# -*- coding:", "# coding:"))
+
+
+def _find_existing_header(
+    lines: list[str], start_from: int, style: CommentStyle
+) -> tuple[int, int]:
+    """Find the bounds of an existing license header comment block.
+
+    Returns (start, end) indices where lines[start:end] is the header.
+    Returns (-1, -1) if no header is found.
+
+    The header block is a contiguous run of comment lines (no blank lines)
+    that contains "copyright". A blank line between the license header and
+    subsequent comments (e.g. "# DO NOT EDIT") acts as the delimiter.
+    """
+    n = len(lines)
+    idx = start_from
+
+    while idx < n and lines[idx].strip() == "":
+        idx += 1
+
+    if idx >= n or not _is_comment_line(lines[idx], style):
+        return (-1, -1)
+
+    block_start = idx
+    has_copyright = False
+
+    while idx < n and _is_comment_line(lines[idx], style):
+        if "copyright" in lines[idx].lower():
+            has_copyright = True
+        idx += 1
+
+    if not has_copyright:
+        return (-1, -1)
+
+    return (block_start, idx)
+
+
+def _is_comment_line(line: str, style: CommentStyle) -> bool:
+    """Check if a line is a comment in the given style."""
+    stripped = line.strip()
+    return stripped == style.blank or stripped.startswith(style.prefix)
diff --git a/pypi-packages/license-header/tests/test_config.py b/pypi-packages/license-header/tests/test_config.py
new file mode 100644
index 0000000..4b50457
--- /dev/null
+++ b/pypi-packages/license-header/tests/test_config.py
@@ -0,0 +1,121 @@
+# Copyright (c) 2025-2026 Buf Technologies, Inc.
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#     http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+from __future__ import annotations
+
+from typing import TYPE_CHECKING
+
+import pytest
+from license_header._config import Config, load_config
+
+if TYPE_CHECKING:
+    from pathlib import Path
+
+
+def test_load_config_valid(tmp_path: Path) -> None:
+    pyproject = tmp_path / "pyproject.toml"
+    pyproject.write_text("""\
+[project]
+license = "Apache-2.0"
+
+[tool.licenseheader]
+copyright-holder = "Acme Corp."
+year-range = "2025"
+ignore = ["**/gen/**"]
+""")
+    config = load_config(pyproject)
+    assert config == Config(
+        license_type="Apache-2.0",
+        copyright_holder="Acme Corp.",
+        year_range="2025",
+        ignore_patterns=["**/gen/**"],
+        pyproject_dir=tmp_path,
+    )
+
+
+def test_load_config_missing_license(tmp_path: Path) -> None:
+    pyproject = tmp_path / "pyproject.toml"
+    pyproject.write_text("""\
+[project]
+name = "test"
+
+[tool.licenseheader]
+copyright-holder = "Acme"
+year-range = "2025"
+""")
+    with pytest.raises(ValueError, match="license is required"):
+        load_config(pyproject)
+
+
+def test_load_config_unsupported_license(tmp_path: Path) -> None:
+    pyproject = tmp_path / "pyproject.toml"
+    pyproject.write_text("""\
+[project]
+license = "MIT"
+
+[tool.licenseheader]
+copyright-holder = "Acme"
+year-range = "2025"
+""")
+    with pytest.raises(ValueError, match="unsupported license"):
+        load_config(pyproject)
+
+
+def test_load_config_missing_section(tmp_path: Path) -> None:
+    pyproject = tmp_path / "pyproject.toml"
+    pyproject.write_text("""\
+[project]
+license = "Apache-2.0"
+""")
+    with pytest.raises(ValueError, match="section is required"):
+        load_config(pyproject)
+
+
+def test_load_config_missing_copyright_holder(tmp_path: Path) -> None:
+    pyproject = tmp_path / "pyproject.toml"
+    pyproject.write_text("""\
+[project]
+license = "Apache-2.0"
+
+[tool.licenseheader]
+year-range = "2025"
+""")
+    with pytest.raises(ValueError, match="copyright-holder is required"):
+        load_config(pyproject)
+
+
+def test_load_config_missing_year_range(tmp_path: Path) -> None:
+    pyproject = tmp_path / "pyproject.toml"
+    pyproject.write_text("""\
+[project]
+license = "Apache-2.0"
+
+[tool.licenseheader]
+copyright-holder = "Acme"
+""")
+    with pytest.raises(ValueError, match="year-range is required"):
+        load_config(pyproject)
+
+
+def test_load_config_ignore_defaults_empty(tmp_path: Path) -> None:
+    pyproject = tmp_path / "pyproject.toml"
+    pyproject.write_text("""\
+[project]
+license = "Apache-2.0"
+
+[tool.licenseheader]
+copyright-holder = "Acme"
+year-range = "2025"
+""")
+    config = load_config(pyproject)
+    assert config.ignore_patterns == []
diff --git a/pypi-packages/license-header/tests/test_files.py b/pypi-packages/license-header/tests/test_files.py
new file mode 100644
index 0000000..74f9fa8
--- /dev/null
+++ b/pypi-packages/license-header/tests/test_files.py
@@ -0,0 +1,78 @@
+# Copyright (c) 2025-2026 Buf Technologies, Inc.
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#     http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+from __future__ import annotations
+
+import os
+import subprocess
+from pathlib import Path
+
+from license_header._files import _is_ignored, list_files
+from license_header._header import STYLES
+
+
+def test_is_ignored_gen_pattern() -> None:
+    assert _is_ignored("tests/gen/foo.py", ["**/gen/**"])
+    assert _is_ignored("src/protobuf/wkt/_gen/any_pb.py", ["**/_gen/**"])
+    assert not _is_ignored("src/protobuf/message.py", ["**/gen/**"])
+
+
+def test_is_ignored_exact() -> None:
+    assert _is_ignored("README.md", ["README.md"])
+    # Without **, pattern only matches exact path
+    assert not _is_ignored("src/README.md", ["README.md"])
+    # Use **/ prefix to match at any depth
+    assert _is_ignored("src/README.md", ["**/README.md"])
+    assert not _is_ignored("src/main.py", ["README.md"])
+
+
+def test_list_files_in_git_repo(tmp_path: Path) -> None:
+    # Set up a minimal git repo
+    subprocess.run(["git", "init"], cwd=tmp_path, capture_output=True, check=True)  # noqa: S607
+    subprocess.run(
+        ["git", "config", "user.email", "test@test.com"],  # noqa: S607
+        cwd=tmp_path,
+        capture_output=True,
+        check=True,
+    )
+    subprocess.run(
+        ["git", "config", "user.name", "Test"],  # noqa: S607
+        cwd=tmp_path,
+        capture_output=True,
+        check=True,
+    )
+
+    # Create files
+    (tmp_path / "src").mkdir()
+    (tmp_path / "src" / "good.py").write_text("x = 1\n")
+    (tmp_path / "src" / "run.sh").write_text("#!/bin/bash\necho hi\n")
+    (tmp_path / "src" / "schema.proto").write_text('syntax = "proto3";\n')
+    (tmp_path / "src" / "readme.md").write_text("hi\n")
+    (tmp_path / "gen").mkdir()
+    (tmp_path / "gen" / "generated.py").write_text("x = 2\n")
+
+    subprocess.run(["git", "add", "."], cwd=tmp_path, capture_output=True, check=True)  # noqa: S607
+
+    old_cwd = Path.cwd()
+    try:
+        os.chdir(tmp_path)
+        files = list_files([Path()], ["**/gen/**"], frozenset(STYLES))
+    finally:
+        os.chdir(old_cwd)
+
+    names = [f.name for f in files]
+    assert "good.py" in names
+    assert "run.sh" in names
+    assert "schema.proto" in names
+    assert "readme.md" not in names  # unsupported extension
+    assert "generated.py" not in names  # ignored
diff --git a/pypi-packages/license-header/tests/test_header.py b/pypi-packages/license-header/tests/test_header.py
new file mode 100644
index 0000000..fc71bd0
--- /dev/null
+++ b/pypi-packages/license-header/tests/test_header.py
@@ -0,0 +1,184 @@
+# Copyright (c) 2025-2026 Buf Technologies, Inc.
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#     http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+from __future__ import annotations
+
+from license_header._header import DOUBLE_HASH, DOUBLE_SLASH, HASH, make_header, modify
+
+EXPECTED_PY_HEADER = """\
+# Copyright (c) 2025-2026 Buf Technologies, Inc.
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#     http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+"""
+
+EXPECTED_SH_HEADER = """\
+## Copyright (c) 2025-2026 Buf Technologies, Inc.
+##
+## Licensed under the Apache License, Version 2.0 (the "License");
+## you may not use this file except in compliance with the License.
+## You may obtain a copy of the License at
+##
+##     http://www.apache.org/licenses/LICENSE-2.0
+##
+## Unless required by applicable law or agreed to in writing, software
+## distributed under the License is distributed on an "AS IS" BASIS,
+## WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+## See the License for the specific language governing permissions and
+## limitations under the License.
+"""
+
+EXPECTED_PROTO_HEADER = """\
+// Copyright (c) 2025-2026 Buf Technologies, Inc.
+//
+// Licensed under the Apache License, Version 2.0 (the "License");
+// you may not use this file except in compliance with the License.
+// You may obtain a copy of the License at
+//
+//     http://www.apache.org/licenses/LICENSE-2.0
+//
+// Unless required by applicable law or agreed to in writing, software
+// distributed under the License is distributed on an "AS IS" BASIS,
+// WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+// See the License for the specific language governing permissions and
+// limitations under the License.
+"""
+
+
+# --- Python (#) style ---
+
+
+def test_make_header_py() -> None:
+    result = make_header("Buf Technologies, Inc.", "2025-2026", HASH)
+    assert result == EXPECTED_PY_HEADER
+
+
+def test_modify_py_no_header() -> None:
+    content = "import os\n\nx = 1\n"
+    result = modify(content, EXPECTED_PY_HEADER, HASH)
+    assert result == EXPECTED_PY_HEADER + content
+
+
+def test_modify_py_correct_header_unchanged() -> None:
+    content = EXPECTED_PY_HEADER + "import os\n"
+    result = modify(content, EXPECTED_PY_HEADER, HASH)
+    assert result == content
+
+
+def test_modify_py_outdated_header_replaced() -> None:
+    old_header = EXPECTED_PY_HEADER.replace("2025-2026", "2024")
+    content = old_header + "import os\n"
+    result = modify(content, EXPECTED_PY_HEADER, HASH)
+    assert result == f"{EXPECTED_PY_HEADER}import os\n"
+
+
+def test_modify_py_shebang_preserved() -> None:
+    content = "#!/usr/bin/env python\nimport os\n"
+    result = modify(content, EXPECTED_PY_HEADER, HASH)
+    assert result == f"#!/usr/bin/env python\n{EXPECTED_PY_HEADER}import os\n"
+
+
+def test_modify_py_shebang_with_existing_header() -> None:
+    old_header = EXPECTED_PY_HEADER.replace("2025-2026", "2024")
+    content = f"#!/usr/bin/env python\n{old_header}import os\n"
+    result = modify(content, EXPECTED_PY_HEADER, HASH)
+    assert result == f"#!/usr/bin/env python\n{EXPECTED_PY_HEADER}import os\n"
+
+
+def test_modify_py_encoding_preserved() -> None:
+    content = "# -*- coding: utf-8 -*-\nimport os\n"
+    result = modify(content, EXPECTED_PY_HEADER, HASH)
+    assert result == f"# -*- coding: utf-8 -*-\n{EXPECTED_PY_HEADER}import os\n"
+
+
+def test_modify_py_shebang_and_encoding_preserved() -> None:
+    content = "#!/usr/bin/env python\n# -*- coding: utf-8 -*-\nimport os\n"
+    result = modify(content, EXPECTED_PY_HEADER, HASH)
+    assert (
+        result
+        == f"#!/usr/bin/env python\n# -*- coding: utf-8 -*-\n{EXPECTED_PY_HEADER}import os\n"
+    )
+
+
+def test_modify_py_empty_file() -> None:
+    result = modify("", EXPECTED_PY_HEADER, HASH)
+    assert result == EXPECTED_PY_HEADER
+
+
+# --- Shell (##) style ---
+
+
+def test_make_header_sh() -> None:
+    result = make_header("Buf Technologies, Inc.", "2025-2026", DOUBLE_HASH)
+    assert result == EXPECTED_SH_HEADER
+
+
+def test_modify_sh_no_header() -> None:
+    content = "echo hello\n"
+    result = modify(content, EXPECTED_SH_HEADER, DOUBLE_HASH)
+    assert result == f"{EXPECTED_SH_HEADER}echo hello\n"
+
+
+def test_modify_sh_shebang_preserved() -> None:
+    content = "#!/bin/bash\necho hello\n"
+    result = modify(content, EXPECTED_SH_HEADER, DOUBLE_HASH)
+    assert result == f"#!/bin/bash\n{EXPECTED_SH_HEADER}echo hello\n"
+
+
+def test_modify_sh_correct_header_unchanged() -> None:
+    content = f"#!/bin/bash\n{EXPECTED_SH_HEADER}echo hello\n"
+    result = modify(content, EXPECTED_SH_HEADER, DOUBLE_HASH)
+    assert result == content
+
+
+def test_modify_sh_outdated_header_replaced() -> None:
+    old_header = EXPECTED_SH_HEADER.replace("2025-2026", "2024")
+    content = f"#!/bin/bash\n{old_header}echo hello\n"
+    result = modify(content, EXPECTED_SH_HEADER, DOUBLE_HASH)
+    assert result == f"#!/bin/bash\n{EXPECTED_SH_HEADER}echo hello\n"
+
+
+# --- Proto (//) style ---
+
+
+def test_make_header_proto() -> None:
+    result = make_header("Buf Technologies, Inc.", "2025-2026", DOUBLE_SLASH)
+    assert result == EXPECTED_PROTO_HEADER
+
+
+def test_modify_proto_no_header() -> None:
+    content = 'syntax = "proto3";\n'
+    result = modify(content, EXPECTED_PROTO_HEADER, DOUBLE_SLASH)
+    assert result == f'{EXPECTED_PROTO_HEADER}syntax = "proto3";\n'
+
+
+def test_modify_proto_correct_header_unchanged() -> None:
+    content = f'{EXPECTED_PROTO_HEADER}\nsyntax = "proto3";\n'
+    result = modify(content, EXPECTED_PROTO_HEADER, DOUBLE_SLASH)
+    assert result == content
+
+
+def test_modify_proto_outdated_header_replaced() -> None:
+    old_header = EXPECTED_PROTO_HEADER.replace("2025-2026", "2024")
+    content = f'{old_header}\nsyntax = "proto3";\n'
+    result = modify(content, EXPECTED_PROTO_HEADER, DOUBLE_SLASH)
+    assert result == f'{EXPECTED_PROTO_HEADER}\nsyntax = "proto3";\n'
diff --git a/pypi-packages/license-header/uv.lock b/pypi-packages/license-header/uv.lock
new file mode 100644
index 0000000..47458e5
--- /dev/null
+++ b/pypi-packages/license-header/uv.lock
@@ -0,0 +1,448 @@
+version = 1
+revision = 3
+requires-python = ">=3.10"
+
+[[package]]
+name = "colorama"
+version = "0.4.6"
+source = { registry = "https://pypi.org/simple" }
+sdist = { url = "https://files.pythonhosted.org/packages/d8/53/6f443c9a4a8358a93a6792e2acffb9d9d5cb0a5cfd8802644b7b1c9a02e4/colorama-0.4.6.tar.gz", hash = "sha256:08695f5cb7ed6e0531a20572697297273c47b8cae5a63ffc6d6ed5c201be6e44", size = 27697, upload-time = "2022-10-25T02:36:22.414Z" }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/d1/d6/3965ed04c63042e047cb6a3e6ed1a63a35087b6a609aa3a15ed8ac56c221/colorama-0.4.6-py2.py3-none-any.whl", hash = "sha256:4f1d9991f5acc0ca119f9d443620b77f9d6b33703e51011c16baf57afb285fc6", size = 25335, upload-time = "2022-10-25T02:36:20.889Z" },
+]
+
+[[package]]
+name = "coverage"
+version = "7.14.3"
+source = { registry = "https://pypi.org/simple" }
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