Built and shared by JJ Englert, not by me. Summarised from the public sources below. Check them before you rely on a number.
- Who
- JJ Englert
- Category
- Personal use
- Source
- X
- Dates
- Published 8 Apr 2026 · Found 17 Oct 2026
JJ Englert pointed Claude Cowork at a folder of tax documents and had it organise everything, build his bookkeeping and prepare a briefing for his accountant. He says it was the first year he didn't dread taxes.
What they built
A "Taxes" folder holding W-2s, 1099s, bank CSVs, mortgage documents and the business P&L, plus last year's return as a reference. Cowork sorted the files, wrote a Context.md briefing and built a master bookkeeping spreadsheet with income, expense, write-off and home-office tabs. It also produced a tax summary with refund projections, flagged missed deductions and discrepancies, and wrote a one-page accountant briefing and checklist.
The result
Self-reported: about 6-8 hours of manual work saved, and better-organised material for his accountant than in previous years.
Sources
ChatGPT-written appeal overturned an insurer's early discharge of a 90-year-old mother
By u/Marathon2021
When Kaiser wanted to send a 90-year-old woman home alone weeks after hip surgery, her son had ChatGPT draft the discharge appeal. The appeal was approved and she got more time in rehab.
AI agent negotiated a $4,200 discount on a new car
By AJ Stuyvenberg
Software developer AJ Stuyvenberg let the open-source personal agent Clawdbot (now OpenClaw) handle his car purchase. The agent researched the price level, contacted dealers and played their offers against each other over email.
Allie K. Miller had Claude Code build a personal health projection from a year of scale data
By Allie K. Miller
AI advisor Allie K. Miller gave Claude Code screenshots of a year of daily smart-scale data together with her personal context documents. Within minutes she had projections and tailored recommendations for 13 health metrics.
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