User seeks best workflow for revising Claude-generated documents

jennyp11111 · reddit · 2026-08-23

A user using Claude (mostly free tier) for contract negotiations is struggling with the optimal workflow for document revision. While using Claude's "Project" feature to centralize chats, they encounter inconsistent cross-chat context access where Claude sometimes cannot access documents it created previously. Starting a fresh chat with the uploaded document strips formatting, while staying in a long thread consumes tokens and increases error rates. The main pain point is the "revision loop": manual minor changes get lost when asking Claude for major updates, forcing the user to redo manual edits repeatedly.

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