Agent Sightings Real agent use cases

Draft refund emails from a photo and Gmail receipt

Community report: a photo of a pair of worn-through pants was uploaded to Claude Cowork, with a dictated prompt asking for a J.Crew refund. Cowork, connected to Gmail, searched for the receipt from PayPal or J.Crew, pulled the order number and purchase date, and drafted the support email. The source describes a drafted refund request with the order details and the defect, ready for review.

Agent or tool
Claude Cowork
Topic
Email & Inbox
Reported on
Lenny's Newsletter
Added
2026-10-15

Why it matters

Email is where a lot of admin quietly piles up. An agent that can read, sort, draft and follow up turns an inbox from a to-do list into something closer to a summary. It is one of 106 sightings filed under Email & Inbox on Agent Sightings (number 15 by interest), and one of 33 involving Claude Cowork.

How you could try it

Here is a reusable prompt, written by us in our own words, that captures the task. Paste it into Claude Cowork or any similar agent and adjust the details to your situation.

Go through my mail for this goal: draft refund emails from a photo and Gmail receipt. Propose labels, drafts, and unsubscribes as a checklist; change nothing until I approve.

Tip: Start with read-only access or 'draft, don't send', and check a few drafts before trusting it to send anything.

Source

Read the original first-hand account on Lenny's Newsletter: https://www.lennysnewsletter.com/p/shopping-with-claude. Our summary is a paraphrase; details are in the source.

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