Draft evidence-backed insurance appeals with ChatGPT
The poster used ChatGPT to build an employment insurance appeal that was accepted and to help with an evidence-backed home-insurance flooding appeal.
Done withChatGPT
- What they did
- The poster says they used ChatGPT to draft two structured appeals: one for an employment insurance denial and one for a home-insurance flooding denial. In the EI case, they describe building an evidence-backed appeal with legal citations and tagged image evidence, then submitting it; in the flooding case, they used ChatGPT to write an appeal email with factual and legal context after the insurer initially refused to inspect.
- How it went
- They say both appeals succeeded: the EI appeal led to $8,500 in payments, and the home-insurance appeal led the insurer to review the case, apologize, and cover roughly $15,000 to $20,000 in repairs. The post does not give much detail on the exact prompts or workflow.
- Worth knowing
- Their main catch was that the process felt messy because they had to switch between ChatGPT, legal websites, and a document editor with no built-in structure for citations or evidence.
Try it yourself with ChatGPT
Help me write an appeal letter to [insurer or agency] about [denied claim, e.g. flood damage or employment insurance decision]. I'll paste the denial letter, my policy or eligibility details, and my evidence list: [paste or describe]. Draft a clear, polite appeal that cites the specific reasons for denial, answers each with my evidence, and states the outcome I'm requesting. Also give me a checklist of attachments and the deadline to file, and flag anything you're unsure of so I can verify it before sending.
Want help getting this working? Join the Vibe Coding Academy ↗ Run by Alex Finn, who also runs this site.
Source: Reddit · Undated
Related use cases
Generate LEGO CAD models in LDraw with AI agents
A toolset and docs let ChatGPT and Claude agents write LDraw source files that become LEGO CAD models, packaged as a dockerized web app.
Speed up a thesis literature review
Author used ChatGPT to summarize and structure a thesis literature review, and tried a tool that builds summaries from real papers to avoid invented citations.
Reclaim forgotten crypto airdrops and deposits
A user had Claude/GPT agents scan blockchain history to locate and reclaim forgotten airdrops and deposits, recovering 10x their annual AI cost.
Shop for umbrella insurance through your personal agent
Personal AI agents use Coverage Cat's Agent API/MCP to size umbrella coverage and compare carrier options with price ranges, backed by a licensed broker.
Custom agent
Prepare and file overdue German VAT statements
Cowork with Claude's Chrome extension prepared accounts from invoice PDFs, then logged into Elster and submitted the overdue Q3 2025 VAT forms.
Investigate market moves and alerts with an agent on your charts
OpenChart lets Claude or Codex annotate chart setups, write indicators, and investigate price alerts, saving research to a local workspace.
Get 5 like this every morning
The best things people got an AI agent to do, each with the prompt to try it.