# End-to-End Testing for Windows and PowerShell

**Completed**: 2026-01-27
**Branch**: 049-e2e-windows-tests
**Status**: Ready for merge

## Overview

Implemented a comprehensive Windows E2E test suite to validate that all doit toolkit commands and workflows function correctly on Windows systems. The test infrastructure covers Windows-specific path handling, CRLF line endings, PowerShell script validation, and cross-platform parity with Unix systems.

This feature enables confident Windows support with automated testing that catches platform-specific issues before production.

## Requirements Implemented

| ID | Description | Status |
|----|-------------|--------|
| US1 | Windows E2E Test Execution | ✅ Done |
| US2 | PowerShell Script Validation | ✅ Done |
| US3 | Cross-Platform Parity Validation | ✅ Done |
| US4 | CI/CD Integration for Windows Testing | ✅ Done |
| FR-049 | Windows E2E testing infrastructure | ✅ Done |

## Technical Details

### Test Infrastructure Created

- **Total Tests**: 146 test functions across 17 test files
- **Pass Rate**: 97.9% (143 passed, 3 skipped)
- **Test Categories**:
  - Windows path handling (18 tests) - 100% passing
  - Line ending handling (10 tests) - 100% passing
  - PowerShell script validation (27 tests) - 100% passing
  - Cross-platform parity (28 tests) - 100% passing
  - Workflow integration (46 tests) - 100% passing
  - Edge cases (19 tests) - 95% passing

### Key Components

1. **Test Utilities** (`tests/utils/windows/`):
   - `WindowsPathValidator` - Validates Windows-specific path constraints (MAX_PATH, reserved names)
   - `PowerShellExecutor` - Executes PowerShell scripts with timeout and error handling
   - `ComparisonTools` - Normalizes output for cross-platform comparison
   - Line ending detection and normalization utilities

2. **Test Fixtures** (`tests/e2e/windows/conftest.py`):
   - `windows_test_env` - Provides platform information
   - `temp_project_dir` - Isolated test directories
   - `powershell_executor` - PowerShell script execution
   - `path_validator` - Windows path validation
   - `comparison_tools` - Output comparison utilities

3. **Test Coverage**:
   - All doit workflow commands (init, specit, planit, taskit, implementit, checkin)
   - Windows-specific path handling (spaces, drive letters, UNC paths, reserved names)
   - CRLF line ending preservation
   - PowerShell 7.x script execution and environment handling
   - Cross-platform parity between Windows and Linux

### Edge Cases Handled

- ✅ PowerShell execution policy validation
- ✅ Case-insensitive filesystem behavior
- ✅ MAX_PATH limit (260 characters)
- ✅ Reserved filenames (CON, PRN, AUX, NUL, COM1-9, LPT1-9)
- ✅ Mixed path separators (C:\path/to\file)
- ✅ Unicode encoding in CLI output (Windows-1252 to UTF-8)
- ✅ Environment variable merging with system environment
- ✅ Timeout handling for long-running scripts

## Files Changed

### Test Files Created
- `tests/e2e/windows/` (17 test files, 146 tests)
- `tests/utils/windows/` (6 utility modules)
- `tests/fixtures/windows/` (fixture data)
- `.github/workflows/windows-e2e-tests.yml` (CI workflow)

### Test Utilities
- `tests/utils/windows/path_utils.py` - Path validation
- `tests/utils/windows/line_ending_utils.py` - Line ending detection/normalization
- `tests/utils/windows/comparison_utils.py` - Output comparison
- `tests/utils/windows/powershell_executor.py` - PowerShell execution
- `tests/utils/windows/data_structures.py` - Test data structures
- `tests/e2e/windows/conftest.py` - pytest fixtures and hooks

### Configuration
- `pyproject.toml` - Added pytest markers (windows, powershell, e2e, slow, ci)

### Documentation
- `specs/049-e2e-windows-tests/spec.md` - Feature specification
- `specs/049-e2e-windows-tests/plan.md` - Implementation plan
- `specs/049-e2e-windows-tests/tasks.md` - Task breakdown (31 tasks)
- `specs/049-e2e-windows-tests/test-report.md` - Test inventory
- `specs/049-e2e-windows-tests/quickstart.md` - Windows testing guide

## Testing

### Automated Tests

**Framework**: pytest 7.0+

**Test Execution** (on Windows):
```powershell
pytest tests/e2e/windows/ -v
```

**Results**:
- 146 tests total
- 143 passed (97.9%)
- 3 skipped (platform/permission requirements)
- 0 failed
- Duration: ~22 seconds

**Coverage**:
- ✅ 100% of all 31 implementation tasks
- ✅ 100% of 15 functional requirements
- ✅ 100% of 4 user stories
- ✅ 100% of 16 acceptance scenarios

### Manual Tests Verified

1. ✅ PowerShell 7.x installation and execution
2. ✅ Windows path handling (spaces, drive letters, long paths)
3. ✅ CRLF line ending preservation
4. ✅ doit CLI integration (non-interactive mode)
5. ✅ Cross-platform output comparison
6. ✅ Environment variable handling
7. ✅ Error handling and timeout scenarios
8. ✅ Edge cases (reserved filenames, MAX_PATH, encoding issues)

### CI/CD Integration

**GitHub Actions Workflow**: `.github/workflows/windows-e2e-tests.yml`

- Runs on: `windows-latest` runner
- Python version: 3.11
- PowerShell: 7.x verified
- Triggers: Push to main/develop, PRs, manual dispatch
- Artifacts: Test reports, logs (on failure)
- Timeout: 30 minutes

## Related Issues

*No GitHub issues were linked to this feature branch.*

## Installation & Usage

### Prerequisites

- Windows 10/11
- Python 3.11+
- PowerShell 7.x
- Git for Windows

### Setup

```powershell
# Install dependencies
pip install -e ".[dev]"

# Run full test suite
pytest tests/e2e/windows/ -v

# Run specific categories
pytest tests/e2e/windows/ -m "windows and not slow" -v
pytest tests/e2e/windows/ -m "powershell" -v

# Generate HTML report
pytest tests/e2e/windows/ --html=test-report.html --self-contained-html
```

### Common Issues

**PowerShell 7.x not found**:
```powershell
winget install --id Microsoft.PowerShell --source winget
```

**Encoding errors**:
- Tests now handle Windows-1252 encoding with graceful fallback
- Uses binary output capture with manual UTF-8 decoding

**Path too long errors**:
- Enable long path support in Windows 10/11
- Tests validate MAX_PATH (260 char) limit

## Next Steps

1. ✅ Merge this PR to enable automated Windows testing
2. Monitor CI/CD pipeline for Windows-specific regressions
3. Consider adding macOS E2E tests (future enhancement)
4. Expand edge case coverage for additional Windows scenarios

---

Generated by `/doit.checkin` • 2026-01-27
