File Organization

This skill enables an AI agent to bring order to cluttered directories. Given a target path, the agent scans all files, classifies them using a configurable rule set, and moves them into a well-structured directory tree. It supports organization by file type, modification date, project association, or priority level. Advanced features include duplicate detection via content hashing, consistent naming conventions, dry-run previews, and automated archival of stale files.

Workflow

1. Scan the Target Directory Recursively enumerate all files in the specified directory. Collect metadata for each file: name, extension, size, creation date, modification date, and content hash (SHA-256, computed lazily for duplicate detection). Skip hidden files and system files (e.g., .DS_Store, Thumbs.db) by default, but allow the user to include them via configuration.

2. Classify Files by Rule Set Apply the active organization strategy to assign each file to a destination folder. The default strategy groups by file type using a built-in extension map (e.g., .pdf → documents/, .png → images/, .mp3 → audio/). Alternative strategies include: group by modification date (2025/01/, 2025/02/), group by project name inferred from path prefixes or filename tags, or group by a priority label embedded in the filename (e.g., URGENT-report.pdf → priority-high/). Users can supply a custom rule file in YAML or JSON to override or extend any strategy.

3. Detect and Handle Duplicates Compare content hashes across all scanned files. When duplicates are found, keep the most recently modified copy in the target location and move older copies to a _duplicates/ staging folder. Present a summary of duplicates to the user for review before permanent deletion. Optionally, replace duplicates with symbolic links to the canonical copy to save disk space while preserving path references.

4. Apply Naming Conventions Normalize filenames according to the configured convention. Options include: kebab-case (quarterly-report-2025.pdf), snake_case (quarterly_report_2025.pdf), or date-prefixed (2025-01-15_quarterly-report.pdf). Strip special characters, collapse whitespace, and transliterate Unicode to ASCII when requested. Preserve original extensions. Log every rename so the operation is reversible.

5. Execute the Move Plan (or Dry Run)