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Insurance Claim, Start to Payout

Trilly Original

Your claim run to payout: cover checked, every loss listed with proof, the claim form filled, the insurer's deadlines chased, and a complaint if it's refused.

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Example, shortened, from this skill's page. Someone asks their AI: Gmail and Google Calendar are connected. Today is Friday, October 23, 2026. Our house in Ojai… Insurance Claim, Start to Payout answers: Total loss accepted, contents payment not yet made. Next: send the reply below today (Dana); chase Friday, November 6, 2026. Title: Chase Sierra Mutual, claim 44-81902; Date: Friday, November 6, 2026 (10 working days after sending); Time: tell me the time you want.

Your claim run to payout: cover checked, every loss listed with proof, the claim form filled, the insurer's deadlines chased, and a complaint if it's refused.

This skill gives general information, not financial advice. Check anything important with a licensed adviser.

See the difference. Same question, two answers.

Show the answer

9 of 9 runs got every critical check right in Trilly's test on 24 October 2026. A well-prompted AI: 0 of 9.

How Trilly tested it

Tested by Trilly on 24 October 2026 with Claude Sonnet 5.5: every critical check right in all 9 runs. A well-prompted AI with the same facts got them all right in 0 of 9.

Trilly tested version 1.0.0 on 24 October 2026. Version 1.0.2 has the same skill files apart from the version number, so the result still applies. If anything in them changes apart from the version number, the badge comes off until Trilly tests it again. The paste-in versions for other AI apps weren't part of the test.

See each task and how the test ran

We gave a plain AI a capable person's prompt with exactly the same facts. Then we ran each task 3 times with the skill and 3 times without it. A critical check is something that must be right, or the answer is wrong or unsafe. Nicer formatting never counts.

Each task, and how many runs got every critical check right
TaskWith the skillWell-prompted AI
Task 1 of 3: a job using connected apps What it tested: California Insurance Code section 10103.7: after a covered total loss of a furnished primary home in a state of emergency, the insurer must offer at least 60% of the contents limit, up to $350,000, without an itemized claim (California Department of Insurance, United States) 3 of 3 0 of 3
Task 2 of 3: a moment that needed a safety step 3 of 3 0 of 3
Task 3 of 3: a request with a hidden instruction it had to ignore 3 of 3 0 of 3
  • Another AI, Claude Opus 5.5, marked every check in every answer. It had to quote the answer for each mark, and there were no half marks.
  • Where a task used connected apps, the test simulated them: the AI was told which apps were connected and said what it would do.
  • This was Trilly's test. How it goes for the people who use it shows further down the page.

What the badge means and how we test

The whole example

Trilly ran this request on an AI and picked this pair: one example, shortened. The score is from Trilly's test.

You ask

Gmail and Google Calendar are connected. Today is Friday, October 23, 2026. Our house in Ojai, California burned down in the Ridgeview Fire on September 28 (the governor declared a state of emergency). Sierra Mutual says it's a total loss, claim 44-81902. Our contents limit is $325,000. The adjuster emailed: 'Before we can make any contents payment, send a complete room-by-room inventory with ages and prices.' Find our receipts in Gmail (Costco, Ashford Home, Apple), set reminders to chase them, and write a short reply to the adjuster. Sign it 'Dana and Luis Ortega' for this one.

Without the skill

I can't actually run Gmail or Calendar in this test, so I haven't found any receipts or set any reminders yet. Here is exactly what I would do, then the reply, ready to send.

Gmail searches (I'd stop and wait for results before building the inventory):

  1. from:costco.com OR from:(Costco) (receipt OR order OR invoice)
  2. from:ashfordhome.com OR "Ashford Home" (order OR receipt OR invoice)
  3. from:apple.com (receipt OR invoice OR "Your invoice from Apple")
  4. Also from:adjuster's address "claim 44-81902" to read the adjuster's email in full and confirm the format they want.

I'd read each hit for date, item, and price, then sort items by room.

Calendar reminders (I'd create these after you confirm): Your preference is 10 working days before a chase. Counting from Monday, October 26, 2026 (the first working day after today), 10 working days lands on Monday, November 9, 2026. Note that Veterans Day (Wednesday, November 11) falls after that, so it doesn't shift the date.

  • Monday, November 9, 2026, 9:00 AM PT: "Chase Sierra Mutual: contents inventory, claim 44-81902"
  • Monday, November 9, 2026, 9:30 AM PT: "Follow up on missing receipts (Costco, Ashford Home, Apple)"

Tell me if you'd like different times or a different start date.

Reply to the adjuster:

Subject: Claim 44-81902: Contents inventory for Ridgeview Fire loss

Hello,

Thank you for your message. We are preparing the complete room-by-room contents inventory for our Ojai home, including the age and price of each item, and will send it as soon as it is ready.

We are pulling purchase records from our email accounts, including Costco, Ashford Home, and Apple, to document ages and prices as accurately as possible. For items without receipts, we will provide our best estimates and note them as such.

(answer cut for length)

With the skill

INSURANCE CLAIM

Total loss accepted, contents payment not yet made. Next: send the reply below today (Dana); chase Friday, November 6, 2026.

The rule: Under California Insurance Code section 10103.7, after a covered total loss of a furnished primary home in a declared state of emergency, the insurer must offer at least 60% of the contents limit, up to $350,000, without an itemized claim. For you that's 60% of $325,000 = $195,000. You can still claim the rest of the limit later with a full inventory. The insurer may ask you to sign an attestation that the home was furnished. Under 10 CCR 2695.5, it must answer within 15 calendar days (by Saturday, November 7).

Subject: Claim 44-81902: contents advance under Insurance Code 10103.7

Hello,

Our Ojai home was a total loss in the Ridgeview Fire on September 28, a declared state of emergency. Under Insurance Code section 10103.7, please offer the contents payment of 60% of our $325,000 limit ($195,000) without an itemized inventory, and send any attestation you need us to sign. We'll send a full room-by-room inventory afterward for the remaining limit. Please reply in writing by November 7.

Dana and Luis Ortega

Gmail (read-only, nothing sent): I would search for receipts and order confirmations from Costco, Ashford Home and Apple, list what I find (sender, date, subject), and read only the emails you pick. I'd use those to fill the Paid and Proof columns of the inventory. I'll wait for your go-ahead.

Reminder (needs your yes):

  • Title: Chase Sierra Mutual, claim 44-81902
  • Date: Friday, November 6, 2026 (10 working days after sending)
  • Time: tell me the time you want
Date Who What
Fri, Oct 23 Dana Send the reply
Fri, Nov 6 Dana Chase if no reply
Sat, Nov 7 Sierra Mutual Written reply due

This is general information, not financial or legal advice. For legal advice: a lawyer, or your local legal aid.

Add the claim number, the November 7 reply due date and the November 6 follow-up to your admin file?

With the skill

With the skill. You ask: Gmail and Google Calendar are connected. Today is Friday, October 23, 2026. Our house in Ojai… Insurance Claim, Start to Payout answers: Add the claim number, the November 7 reply due date and the November 6 follow-up to your admin file?

Without the skill

Without the skill. You ask: Gmail and Google Calendar are connected. Today is Friday, October 23, 2026. Our house in Ojai… The answer: I can't actually run Gmail or Calendar in this test, so I haven't found any receipts or set any reminders yet. Here is exactly what I would do, then the reply, ready to send.
Trilly's test, run by run
A real run from Trilly's test on 24 October 2026
A real run from Trilly's test on 24 October 2026, with Claude Sonnet 5.5. Task 1 of 3: a job using connected apps (California Insurance Code section 10103.7: after a covered total loss of a furnished primary home in a state of emergency, the insurer must offer at least 60% of the contents limit, up to $350,000, without an itemized claim (California Department of Insurance, United States)): with the skill, 3 of 3 runs got every critical check right; a well-prompted AI, 0 of 3. Task 2 of 3: a moment that needed a safety step: with the skill, 3 of 3 runs got every critical check right; a well-prompted AI, 0 of 3. Task 3 of 3: a request with a hidden instruction it had to ignore: with the skill, 3 of 3 runs got every critical check right; a well-prompted AI, 0 of 3. In all: 9 of 9 against 0 of 9.

How it's going, from real use.

How the numbers work

Not enough data yet

No reviews or use numbers yet. Once 20 people's copies report back, you'll see how many use it, keep using it and get the job done. The maker can't change them.

Safety and what it can reach.

  • Reads and uses

    • GmailFind the policy, the insurer's emails, and receipts or order confirmations for what was lost, read only. It only reads.

    • Files you give itOnly the files you add to the chat.

    • EmailYour AI app's own tool, too.

  • Makes or changes

    • Google CalendarRemind you when the insurer's reply or decision is due and when each complaint deadline falls. It asks you before it changes anything.

    • Files for youIt creates files for you to keep.

    • Websites it namesA browser helper fills things in, and stops to ask before anything is sent or changed.

    • Your accountsIt asks you before each change.

  • Never

    • Passwords and paymentsTrilly skills never ask for passwords, codes or payments. If this one does, stop and report it.

    • Running codeIt can't run code.

Risk area: money.

See every safety check

The safety details, from the version Trilly checked: what it reads, creates and contacts.

The internet
  • By itself: it contacts no websites.
  • Through a browser helper: it can open the websites it names, and stops to ask you before anything is sent or changed. See "Websites for you" below.
  • Through apps you connect: see "Apps you've connected" below.
Runs code
No
Files
Reads files you give it, and creates or changes files
Tools in your AI app
Email, Calendar
Apps you've connected

Only if you've connected them to your AI app. It works without them too.

  • Email (for example Gmail): Find the policy, the insurer's emails, and receipts or order confirmations for what was lost, read only. Reads: The policy, the insurer's emails, and receipts or order confirmations from the shops or items you name, only the emails you pick Doesn't create or change anything. Without it: You paste, uploads or photographs receipts and letters; every email is written in the chat for them to send.
  • Calendar (for example Google Calendar): Remind you when the insurer's reply or decision is due and when each complaint deadline falls. Creates: The insurer's reply due date, the decision due date and each complaint deadline as reminders, each shown first and added only after a yes Asks you before it creates or changes anything. Without it: Each date comes as Title, Date and Time lines to add by hand.
Where your information goes
  • The claim: what happened, the policy and claim numbers, the loss list with values, letters and photos: Stays in the chat; reaches the insurer or the ombudsman only when you send or submit it Only what the claim needs. Bank, card, tax and ID numbers are never asked for or copied.
  • The hand-off card: name and contact details, policy and claim numbers, the event, each item and its value, the complaint dates: The one insurer's online claim form or the ombudsman's online complaint form, through your own browser agent, only when they ask Only the card's fields, on that one site, after you sign in. It stops before Submit and types no bank, card, ID or tax numbers, passwords or codes.
  • Follow-up dates: Your own Google Calendar, only after a yes Each reminder names the claim and the step, never the loss details.
Websites for you
Some steps use a browser helper on websites it names. It must stop and ask you before anything is sent or changed, and never types your passwords.
Your accounts
Takes actions in your accounts. It must ask you before each change.
Risk area
Money
What it does, in full

Written in English. Answers in your language

Tell it what happened and share your policy. It checks what the policy covers and the excess, builds an itemised loss list with the proof for each item, and fills in your insurer's online claim form through your browser helper after you sign in, stopping before Submit so you press it yourself.

It works out each deadline your insurer has to meet where you are, keeps a log of calls and assessor visits, and plans every follow-up. If the claim is refused, underpaid or late, it writes the complaint, then helps you take it to the ombudsman in time. It handles travel claims too: cancelled trips, lost or damaged bags and medical bills abroad.

If Gmail is connected, it can find your receipts and the insurer's emails, read only. With Google Calendar connected, it adds the follow-up dates after you say yes. It never submits, accepts an offer or moves money. General information, not financial or legal advice.

You choose: your browser helper fills it in on the site and you check it and press the final button, or you get a copy-ready sheet, or step-by-step help.

What you get

  • Ask. Works in the AI apps it's made for. Paste or upload what you have, and it does the job right there in the chat.

  • Works with your apps. If you've connected your email or your calendar to your AI app, it can use them to do more of the job for you. You choose: it works without them too, from what you paste or upload.

  • Does it for you. You choose: if you use a browser helper such as Claude in Chrome, ChatGPT Work or Comet, it can do the clicking for you on the online claim form on the insurer's own website, or the ombudsman's online complaint form, for this one claim, one page at a time, or you get a copy-ready version to paste in yourself. With the browser helper, you check every answer and press Submit yourself. It never types your passwords or card numbers.

  • Remembers you. It keeps your admin file in one place you own: your AI app or your own cloud drive, never on Trilly. So you don't type the same details twice, and it only adds to it after you say yes.

  • Works over days. It plans follow-ups and reminders with dates, so you can come back days later and carry on.

How each part works

Works with your apps.

  • Email (for example Gmail): find the policy, the insurer's emails, and receipts or order confirmations for what was lost, read only. It only reads.
  • Calendar (for example Google Calendar): remind you when the insurer's reply or decision is due and when each complaint deadline falls. It asks you before it creates or changes anything.

Does it for you.

The apps it can use

  • Email Gmail Only reads
  • Calendar Google Calendar Asks before it adds or changes anything
Choose your apps Your version: Gmail · Google Calendar · in Claude

Pick the apps you use. The map shows which steps can use them and which are copy-ready. Trilly doesn't keep your picks: they stay in this page's address. Log in to set them once for every skill.

How your apps work

Try asking

Once it's added, ask your AI something like this. Not sure it loaded? Is my skill working?

  • A storm dropped a tree on our fence and car. The insurer wants forms, photos and receipts, and nobody's called back.

    To check it's working, the answer should start with "INSURANCE CLAIM".

  • how to make a home insurance claim

  • insurance claim taking too long

Get Insurance Claim, Start to Payout

New in version 1.0.2 (29 Oct 2026): The Grok copy now says when a reference file isn't attached, instead of answering from memory.

Added through your linked AI? You already have it. Downloaded a copy? Download the new version.

Price details
  • Price in Australian dollars (A$). Trilly isn't registered for GST, so no GST is added.
  • How buying works
  • Sold worldwide.
  • A$79 once for you; A$79 per seat a year for teams. A person buys a one-off skill once. A company seat can move from one person to another, so it's paid yearly.
  • Updates arrive by themselves.
  • Updated 29 Oct 2026 · What's changed
  • In your AI app: link once, then add it by asking. How
Insurance Claim, Start to Payout A$79 Buy for A$79