Review a landlord deposit dispute for legal violations
A tenant used ChatGPT and Gemini to review a landlord's apartment deposit dispute, identify legal violations, and avoid losing $4,200.
Cowork sorted tax documents, built a bookkeeping spreadsheet, estimated refunds, flagged missed deductions and wrote a briefing for the tax preparer.
Cowork sorted tax documents, built a bookkeeping spreadsheet, estimated refunds, flagged missed deductions and wrote a briefing for the tax preparer.
Cowork was pointed at a Taxes folder holding W-2s, 1099s, bank CSVs, mortgage docs and prior-year returns. It sorted files into year/category subfolders, built Context.md, created a master spreadsheet with income/expense/write-off tabs, produced tax summaries with refund estimates and flagged deductions, generated an accountant briefing, and listed discrepancies plus a checklist. User supplied the folder contents and one setup prompt.
Delivered a complete organized workspace and briefing that replaced manual sorting, saving 6-8 hours with cleaner output than previous accountant handoffs.
Source includes the exact starter prompt used to launch the workspace.
Go through the folder [folder path] of my tax documents for [tax year]. Sort the files by type, build a bookkeeping spreadsheet of income and expenses, estimate my likely refund or amount owed, and flag any deductions I may have missed. Finish with a one-page briefing for my tax preparer listing open questions. Don't delete or rename my original files.
A tenant used ChatGPT and Gemini to review a landlord's apartment deposit dispute, identify legal violations, and avoid losing $4,200.
The poster used an AI assistant to summarize a denial PDF to draft an appeal, but it invented an appeal deadline.
Poster used Claude over a weekend to plan and build a self-hosted app that organizes receipts for an accountant and replaces paid bookkeeping software.