Using Claude as co-counsel on an 8 month insurance dispute, the workflow that actually worked (and where it failed)

A Reddit user successfully employed Claude as a "co-counsel" in an eight-month insurance dispute, highlighting the effectiveness of the process rather than just the outcome. The workflow led to a significant increase in settlement offers, from an initial $6,500 to $8,000, then $8,750, and finally $10,250 after the user offered to split the remaining difference. The user is open to sharing more details about the workflow and a redacted ledger letter.

This report details a specific, eight-month workflow using Claude in a real-world adversarial context, unlike many general discussions of AI in legal tech.