I let Anthropic's Claude Cowork loose on my files, and it was both brilliant and scary

The article reviews Anthropic’s Claude Cowork, an agentic AI tool that can analyze, rename, and reorganize local files, detailing its setup, performance in tests on PDFs and statements, and limitations such as context exhaustion, sporadic errors, and research-preview instability. It highlights security, privacy, scalability, and flexibility concerns, notes the high $100/month cost aimed at early adopters, and advises strong backups and cautious use on duplicate directories. While demonstrating promising productivity gains in content-based organization, the piece concludes that broader reliability, trust, and scale improvements are needed before mainstream adoption.