Calendar Cash
Choose a date. Give the date’s value.
A friendly, no-drawing fundraiser. Each seller gets a calendar; supporters pick days and chip in each date’s value (the 12th = $12).
Great for:Sports teamsClassrooms & PTAsClubs with a set goalYouth programs

How it runs
Calendar Cash, start to finish.
01
Pick a month
Choose the month & set a goal — add more months as you grow.
02
Sellers share
Each seller gets their own calendar link to send around.
03
Supporters give
They pick days and pay the sum; progress meters keep climbing.
Everything you can customise
Features, options & plans.
Tune every detail to fit your group — and see exactly what is on each plan.
+ Add-on = a paid add-on, included on Pro Commissioner. A Contest Pass unlocks the Pro tools on one contest — it does not include separately-sold modules like Fundraising, or anything account-wide such as extra admins. See full pricing →
One contest, one payment
Running just one calendar fundraiser? Skip the subscription.
A Contest Pass unlocks every Pro Commissioner tool on this one contest — payment reconciliation, your own branding, automatic reminders, auto-scoring and advanced reports. Paid once, no renewal, and it lasts as long as the contest does. Priced by how many months you need.
Buy any number of months — the rate you reach applies to all of them. Four months at the $7.99 rate is $31.96.
The complete guide
How a Calendar Cash works.
A calendar fundraiser turns a single month into an easy giving campaign: supporters pick days on a calendar and chip in the value of each date — the 12th is $12, the 25th is $25 — and you raise toward a goal. Here’s how it works and how to run one.
What is a calendar fundraiser?
Also called “Choose A Date,” a calendar fundraiser asks supporters to claim days of the month and give the dollar amount of each date they pick. Pick the 5th, 12th and 20th and you give $5 + $12 + $20. There’s no game and no luck — it’s a simple, visual way for a team, class or club to hit a goal, with a progress meter everyone can watch fill up.
How it works
Say a supporter picks three dates:
| Date picked | Amount |
|---|---|
| The 5th | $5 |
| The 12th | $12 |
| The 20th | $20 |
| Total pledged | $37 |
A full month adds up to roughly $465–$496 if every day is claimed — and you can run one calendar per seller to multiply that across your whole roster.
Why it works for fundraising
- Tiny asks add up: most people happily grab a few dates for the price of a coffee.
- A visible goal meter creates momentum — supporters love watching it fill.
- Give each seller their own calendar and link, and a little leaderboard competition raises far more.
- No prizes to buy, no inventory, no event to host — it’s pure margin for your cause.
Run your own calendar fundraiser
Set your month and goal, share one link, and watch the meter climb.
Calendar raffle vs. Choose-A-Date
A heads-up on terminology: a “cash calendar,” “gun calendar” or “calendar raffle” usually means a daily-drawing raffle where one ticket wins a prize each day. ChooseASquare’s Calendar Cash is the goal-based Choose-A-Date model above — supporters pick dates and give the date’s value, with no daily prize draw. If you want a numbered-ticket raffle with periodic drawings instead, that’s our Century Club; if you want one shared board with a price on every square, that’s Adopt A Square.
Running it the easy way
ChooseASquare gives every seller their own calendar and link, tallies pledges automatically, shows live goal progress, and lets supporters pay you directly — you keep every dollar. Want a game-based fundraiser instead? Pair it with Football Squares or a Pick’Em and add the Fundraising module.
FAQ
Calendar Cash, answered.
What is Calendar Cash (the “Choose A Date” fundraiser)?+
A friendly, no-luck fundraiser. Each seller gets a calendar, and supporters pick days and chip in each date’s value — the 12th costs $12, the 25th costs $25, and so on. There’s no grid, no numbers, and no drawing.
How is this different from squares?+
There’s no game and no winners — it’s pure giving toward a goal. It’s a great fit for teams, classrooms, and clubs that want a simple drive with a clear target and a live progress meter.
How do supporters pay?+
They pay the sum of the dates they pick, directly to your organization via Venmo, PayPal, check, or cash. The platform never holds the money.
Can multiple people sell?+
Yes. Each seller gets their own calendar link and (on paid plans) a personal goal and dashboard, with leaderboards and progress tracking.
Is it free?+
The Calendar fundraiser is available on the free plan. Paid plans add per-seller goals, a countdown bar, advanced reports, and custom branding.
Can I run more than one month?+
Yes — add more months as separate calendars to extend the drive, each with its own goal and progress.
Every Calendar Cash setting explained — the goal, per-date capacity, per-seller calendars and the leaderboard, in-app payment methods, progress meters and the countdown bar, and closing out a no-winners giving drive.
Other contest types
Not quite what you wanted?
Run a Calendar Cash for your group.
Free to start, set up in minutes — and you keep every dollar.
No player fees · No percentage of the pot · Your money stays yours
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Same platform, same one link — your group just plays while CAS handles the rest.