Q: Claude made changes I didn't approve. How do I keep it in check?
Use plan mode. Run claude --plan before any write operation. It shows what it intends to do before doing it. For pure exploration, start your prompt with "Only read files, don't make any changes." You can also run claude in a read-only shell user account for an additional layer of protection.
Q: I accidentally had Claude delete a file. How do I recover it?
If you ran git commit before the operation (which I recommend before any batch task), run git checkout HEAD filename.md to restore it. Obsidian Sync keeps a -year version history accessible from the Sync ribbon. This is the entire reason to push git commit before bulk operations.
Q: Can I use this with iCloud Sync running? Yes for single-file edits. For bulk operations (mass renames, folder restructures, batch frontmatter edits), pause iCloud Sync first. Claude making many simultaneous writes while iCloud is active causes sync conflicts and can silently overwrite changes.
Q: What does Anthropic do with the notes I send? Anthropic's paid API plans don't use your inputs for model training by default. No content logging for model improvement. For enterprise compliance needs (HIPAA, NDA), Anthropic's enterprise plans include a Business Associate Agreement.
Q: My vault has + notes and sessions are getting expensive. What now?
Add index.md to every top-level folder so Claude stops scanning the full vault. Use Smart Connections MCP for semantic search. It returns to relevant notes instead of reading everything. Name specific files in your prompts: "read projects/index.md" beats "tell me about my projects".