A former licensed insurance agent of 27 years gave Grok a wish list for his parents' Medicare Advantage cover and asked for its recommendation. It picked the same plan he would have chosen himself.
I'm helping my parents choose [TYPE OF INSURANCE PLAN] in [AREA]. Their must-haves are: [WISH LIST, E.G. KEEP CURRENT DOCTORS, LOW MONTHLY COST, TRAVEL COVER]. Here are the plans we're considering: [PASTE PLAN NAMES OR SUMMARIES]. Compare them against the wish list in a table, recommend one with your reasons, and list anything we should confirm directly with the insurer before signing up.
Replace the [PLACEHOLDERS] with your own details before you send it.
How to try it
- Write down your parents’ must-haves before you start (doctors, costs, cover).
- Give Grok the wish list and the plans you’re considering, and ask for a comparison table.
- Confirm the details with the insurer or an adviser before you decide.
More money use cases
Check if growing your own veg would pay off using your grocery history with Claude
Thinking about buying a hydroponic garden, one user asked Claude Cowork to go through his grocery order history across several platforms and add up what he spent on vegetables, to see whether it would pay for itself. He said it worked like a charm.
I'm thinking of buying [GADGET OR SETUP, E.G. AN INDOOR HERB GARDEN] for [PRICE], plus about [RUNNING COSTS] a month. Here's my grocery order history for the last [MONTHS] (attached). Add up what I spent on [ITEMS IT COULD REPLACE], estimate how much of that I could realistically grow myself, and tell me how many months it would take to pay for itself. Be honest if it won't.
Find where your household spending has crept up with Claude
A dad uploaded two years of credit card and bank statements to Claude and asked it to sort each merchant into spending categories, checking with him on unclear ones. It showed their everyday spending had risen 28% in a year, almost all of it on food, partly a growing toddler and partly a new favourite café nearby.
I'm uploading [NUMBER] months of bank and card statements (with account numbers removed). Sort every transaction into sensible categories, ask me about any merchants you're not sure of, and ignore transfers between our own accounts. Then compare this year with last year by category, show me where spending has grown the most, and suggest two or three realistic places to cut back.
Beat a pricey insurance renewal quote with ChatGPT
When her home insurance renewal went up by £157, a mum from Inverness asked ChatGPT what to do. It suggested adjusting the excess, negotiating with her insurer and what to say on the phone, and she found cover £190 cheaper.
My [HOME/CAR] insurance renewal has gone up from [OLD PRICE] to [NEW PRICE]. Comparison sites show [WHAT YOU FOUND]. Give me 1) the policy settings I could sensibly adjust (excess, extras, payment method) and the trade-offs, 2) a short phone script to ask my insurer for a better price, and 3) what to check before I switch.
Reference: X @JodyOnTheCouch