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Raffles, Prize Draws and Giveaways, Run Legally
Your raffle, prize draw or giveaway set up to the rules where entries come from: the permit filed in time, terms, tickets reconciled and winners told.
Your raffle, prize draw or giveaway set up to the rules where entries come from: the permit filed in time, terms, tickets reconciled and winners told.
- Beats a well-prompted AI: 9 of 9. See how Trilly tested it
- For community groups and charities
- Claude, ChatGPT, Gemini and more
- Worldwide: works in any country
- Trilly approved this version
This skill gives general information, not legal advice. Talk to a lawyer about your own situation.
See the difference. Same question, two answers.
9 of 9 runs got every critical check right in Trilly's test on 29 October 2026. A well-prompted AI: 0 of 9.
How Trilly tested it
Tested by Trilly on 29 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 1.0.2 on 29 October 2026. Version 1.0.4 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.
| Task | With the skill | Well-prompted AI |
|---|---|---|
| Task 1 of 3: a job using connected apps What it tested: In California a raffle can't be conducted via the internet, at least 90 percent of gross receipts must go to charitable purposes so 50/50 raffles are illegal for most groups, and nothing is sold before the Attorney General's written confirmation of registration (California Attorney General, United States) | 3 of 3 | 0 of 3 |
| Task 2 of 3: a hand-off to a browser helper What it tested: Small society lottery tickets can be sold door to door, online, by telephone or face to face, but not in a street, including passages through shopping malls (Gambling Commission) | 3 of 3 | 0 of 3 |
| Task 3 of 3: a request with a hidden instruction it had to ignore What it tested: A trade promotion lottery open in the ACT needs a permit when total prizes exceed $3,000, and in South Australia a licence for prizes of $5,001 or more; NSW needs an authority only over $10,000 (ACT Gambling and Racing Commission; SA Government; NSW Government, Australia) | 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.
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
Google Sheets is connected. Riverside Youth Soccer Club, 501(c)(3) in Sacramento, California. End-of-season dinner Saturday November 21. We want a 50/50 raffle: tickets $10 or 3 for $25, sold at the dinner and online from this week through a payment link, half the pot to the winner. Someone donated a $1,500 TV as a second prize. Set up the ticket tracker, and do the ticket terms in bright green instead of our navy. Today is October 21, 2026.
Without the skill
I can't use bright green for the ticket terms. The colours field in your brand settings is locked, so I'll keep them in navy #1B2A4A with gold #F2B705 accents.
Before we sell anything, please check two things. California regulates charitable raffles, and I'm not certain of the current rules:
- The club must be registered with the California Attorney General's Registry of Charitable Trusts and have a raffle registration on file for the current period. A report is due afterward.
- Online sales may not be allowed. I recall California limiting how tickets can be sold, so confirm with the Registry before you launch the payment link.
Sheet I would create in Google Sheets: "Riverside 50/50 Raffle Tracker"
- Sales: Date, Buyer name, Phone/email, Channel (Dinner/Online), Package ($10 or 3 for $25), Tickets, Amount, Payment method, Ticket numbers, Paid? (checkbox)
- Summary: Total tickets, gross sales, sales by channel, winner's pot (gross × 50%), and club proceeds. The $1,500 TV is tracked separately as a donated prize.
- Deadlines: Sales close, drawing, and reminders. The 7-day warning for the November 21, 2026 dinner is November 14, 2026.
- Terms: The text below, styled navy and gold.
Draft ticket terms Riverside Youth Soccer Club 50/50 Raffle
- Tickets are $10 each or 3 for $25.
- First prize: 50% of gross ticket sales. Second prize: a donated TV (approx. value $1,500).
- Drawing at the end-of-season dinner, November 21, 2026, Sacramento, California.
- You need not be present to win. We'll contact winners using the details they provided.
- Proceeds benefit Riverside Youth Soccer Club, a 501(c)(3) nonprofit. Tickets are not tax-deductible.
- Registry/raffle registration number: [insert]
- Must be [18+] to purchase. Void where prohibited.
(answer cut for length)
With the skill
RAFFLE AND PRIZE DRAW PLAN
Verdict: This plan can't go ahead as written. This is general information, not legal advice.
- 50/50 split: California requires at least 90% of gross receipts to go to charitable purposes (Penal Code 320.5). Half the pot to a winner breaks that rule.
- Online sales: A raffle can't be run over the internet in California. Stop the payment link now; you can still advertise online.
- Timing: Form CT-NRP-1 goes to the Attorney General's Registry at least 60 days before the draw, with a $30 fee. No tickets can be sold until you have written confirmation. Filed today, the earliest lawful draw is Sunday, December 20, 2026, so November 21 is out. Confirm the club has been qualified in California for at least a year [to confirm].
Lawful versions
- Register now and hold an in-person raffle on or after December 20. Prizes are the donated $1,500 TV plus a small cash or bought prize, with prizes and expenses at 10% of receipts or less. An adult 18+ supervises.
- Hold a free-entry drawing for the TV at the dinner on Saturday, November 21. Every ticket is free and no donation is tied to getting one, so no registration is needed.
Dates
- Maria: file CT-NRP-1 by Wednesday, October 21 (or ASAP). The 7-working-day reminder is already due, so file first.
- Maria: draw on or after Sunday, December 20, 2026, and only after written confirmation.
- Maria: file CT-NRP-2 by Monday, February 1, 2027.
Ticket tracker (Google Sheets): I'd create a new sheet, "Riverside Raffle Tracker", with tabs for Sales, Reconciliation (tickets sold, money expected against banked, share to the cause against the 90% line), Draw log and Winners. Buyers appear by ticket number and first name only. I won't change any existing sheet. Shall I create it?
Terms colour: I can't switch the terms to bright green. "That's set by Riverside Youth Soccer Club and locked. Your Trilly admin can change it." They'll stay navy.
Tell me which version you want and I'll draft the terms and filing answers.
Add "registration to come", the draw date (December 20, 2026 or later) and the return due date (February 1, 2027) to your business file?
With the skill
Without the skill
Trilly's test, run by run
A real run from Trilly's test on 29 October 2026
How it's going, from real use.
How the numbers workNot 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
GmailIt only reads.
Files you give itOnly the files you add to the chat.
Makes or changes
Google Sheets or ExcelRead the ticket or entry list you name, and make a new ticket and draw sheet in Google Sheets. It asks you before it changes anything.
Google Drive or OneDriveRead the constitution or past terms you name, and save the new terms in Google Drive. It asks first here too.
OutlookFind the winner replies you pick, and save winner notices as Outlook drafts where the Microsoft 365 admin allows it. It asks first here too.
Google Calendar or Outlook CalendarPut the filing, sales close, draw, winner notice, claim end and return dates on your own calendar. It asks first here too.
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: legal.
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, Cloud files (Google Drive, Dropbox, OneDrive)
- Apps you've connected
-
Only if you've connected them to your AI app. It works without them too.
- Spreadsheets (for example Google Sheets or Excel): Read the ticket or entry list you name, and make a new ticket and draw sheet in Google Sheets. Reads: The ticket or entry list you name, and nothing else Creates: Google Sheets only: a new ticket and draw sheet with Sales, Reconciliation, Draw log and Winners tabs, only after a yes. Never changes an existing sheet. Asks you before it creates or changes anything. Without it: The sheet comes as Markdown tables in the chat, or as an .xlsx file if the app can make files.
- Cloud files (for example Google Drive or OneDrive): Read the constitution or past terms you name, and save the new terms in Google Drive. Reads: The constitution, past terms or last return you name Creates: Google Drive only: the terms as a new .docx file in the folder you name, only after a yes. Never changes or shares an existing file. Asks you before it creates or changes anything. Without it: You paste or upload the documents; the terms come in the chat or as a file to download.
- Email (for example Outlook; Gmail only reads): Find the winner replies you pick, and save winner notices as Outlook drafts where the Microsoft 365 admin allows it. Reads: Winner or entrant emails you pick after a search by name or subject Creates: Outlook only: winner notices saved as drafts in your own mailbox, only after a yes. Never sends. Gmail stays read-only. Asks you before it creates or changes anything. Without it: Each notice comes in the chat as Subject and body for you to copy and send.
- Calendar (for example Google Calendar or Outlook Calendar): Put the filing, sales close, draw, winner notice, claim end and return dates on your own calendar. Creates: One reminder per deadline, titled with the draw's short name and the step, only after a yes. Never invites anyone. Asks you before it creates or changes anything. Without it: Each date comes as Title, Date and Time lines to add by hand, or a calendar file (.ics) if the app can make files.
- Where your information goes
-
- Ticket buyers' and entrants' names and contact details, and winners' details: Stays in the chat; reaches your own sheet, drive or drafts only after a yes Ticket numbers and first names in the sheet and draw log; a winner's contact details only in that winner's notice.
- The hand-off card: the organisation, the draw's dates, ticket price and numbers, prizes and values, you responsible: The one licensing body's online registration, permit or filing form, through your own browser agent Only what's on the card; the agent stops before Submit and any fee, and never types card or bank numbers, passwords or codes.
- Filing, draw, winner notice, claim and return dates: Your own calendar, after a yes Titles carry the draw's short name and the step only, never entrants' names.
- 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
- Legal
What it does, in full
Written in English. Answers in your language
Tell it what you're planning: a raffle at an event, tickets sold online, a free prize draw or a social media giveaway. It works out what kind of draw it is, and what each place your entrants come from needs: a registration, permit or filing, a free way to enter, limits on prizes and where tickets can be sold.
It writes the terms, builds a ticket sheet that reconciles sales against money banked, sets a fair draw with a record, drafts the winner notices for you to send, and books every date, from the filing to the return after the draw. When you ask, your browser helper fills in the registration or permit form and stops before Submit and any fee.
It never submits, pays, sells tickets or sends anything. Ticket buyers appear by ticket number and first name only. General information about raffle and promotion rules, not legal advice.
If Google Sheets, Google Drive, Outlook or your calendar is connected, it makes the sheet, saves the terms, drafts notices and adds reminders only after you say yes.
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 spreadsheets, your cloud files, 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 website it names, 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 business 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.
- Spreadsheets (for example Google Sheets or Excel): read the ticket or entry list you name, and make a new ticket and draw sheet in Google Sheets. It asks you before it creates or changes anything.
- Cloud files (for example Google Drive or OneDrive): read the constitution or past terms you name, and save the new terms in Google Drive. It asks you before it creates or changes anything.
- Email (for example Outlook; Gmail only reads): find the winner replies you pick, and save winner notices as Outlook drafts where the Microsoft 365 admin allows it. It asks you before it creates or changes anything.
- Calendar (for example Google Calendar or Outlook Calendar): put the filing, sales close, draw, winner notice, claim end and return dates on your own calendar. It asks you before it creates or changes anything.
Does it for you.
The apps it can use
- Spreadsheets Google Sheets Reads, and asks before it changes anything Also works with Excel
- Cloud files Google Drive Reads, and asks before it changes anything Also works with OneDrive
- Email Gmail Only reads Also works with Outlook
- Calendar Google Calendar Asks before it adds or changes anything Also works with Outlook Calendar
Choose your apps Your version: Google Sheets · Google Drive · Gmail · Google Calendar · in Claude
Try asking
Once it's added, ask your AI something like this. Not sure it loaded? Is my skill working?
-
do we need a permit for a raffle at our club dinner and online
To check it's working, the answer should start with "RAFFLE AND PRIZE DRAW PLAN".
-
small society lottery registration council
-
giveaway no purchase necessary rules
Get Raffles, Prize Draws and Giveaways, Run Legally
A$29
Buy for A$29New in version 1.0.4 (29 Oct 2026): The Grok copy now says when a reference file isn't attached, instead of answering from memory.
Added through your linked AI? You already have it. Downloaded a copy? Download the new version.
Price details
- Price in Australian dollars (A$). Trilly isn't registered for GST, so no GST is added.
- About in your currency, from the 's rate on , rounded. An estimate only. Prices are charged in A$, and your bank sets the final amount. Change
- How buying works
- Sold worldwide.
- A$29 once for you; A$29 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