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Available on: Free on every plan

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.

FeatureOptionsFreeFreeContest PassOne contest, once★ PopularPro CommissionerEverything, no busywork
Setup
MonthsChoose month & year; add more months as separate calendars✓✓✓
Per sellerEach seller gets their own calendar to sell✓✓✓
Capacity per dateHow many supporters can claim the same day (default 1)✓✓✓
End dateOptional deadline for picking dates✓✓✓
How giving works
Date valueSupporters pay the sum of the dates they pick✓✓✓
No luck involvedNo numbers, no drawing — pure giving✓✓✓
Goals & progress
Org goalSet a total target with a live progress meter✓✓✓
Org dashboardOrg-wide rollups of pledges & progress✓✓✓
Seller goalFull-calendar value shown per seller—✓✓
Per-seller dashboardEach seller’s own progress & rollup—✓✓
Countdown barShow a live countdown with your own custom message—✓✓
Admin tools
Assign & releaseAssign dates to cash buyers or free a date for resale✓✓✓
Mark paidTrack which pledges have been paid✓✓✓
Export & advanced reportsCSV export and detailed reporting—✓✓
Overview calendarSee who sponsored each date, per seller or combined✓✓✓
Money & selling
Payment methodsVenmo, PayPal, check, cash — direct to the org✓✓✓
One-tap Venmo/PayPalSupporters tap one button to pay with the amount prefilled; you mark each paid✓✓✓
Receipt auto-match paymentsAuto-match forwarded receipts to dates—✓✓
Org page linkOne shared link to your org’s calendar✓✓✓
Personal seller links & email invitesEach seller’s own link + email invites—✓✓
Address bookSaved contacts for invites—✓✓
Seller tracking & leaderboardsLive standings + top-seller prizes—✓✓
Branding templatesPick from our preset template library✓✓✓
Custom brandingYour own logo, colors, banner & backgrounds+ Add-on✓✓
Public listingList publicly — invite-only always free—✓✓

+ 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.

1+ months$12.95per month
2+ months$9.95per month
3+ months$7.99per month
5+ months$7.95per month
10+ months$5.95per month
25+ months$3.99per month

Buy any number of months — the rate you reach applies to all of them. Four months at the $7.99 rate is $31.96.

Get a Contest PassCompare with plansRunning two or more contests at once? A subscription works out cheaper.

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 pickedAmount
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.

✓ Pick-a-date, pay-the-date scoring✓ Live goal & progress meters✓ A calendar per seller, with leaderboards
Start Calendar Cash

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.

Commissioner setup guide
Calendar Cash — Commissioner Setup Guide

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.

Read every setting explained · 6 min

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

Free tools for Calendar Cash

Use these with no account — for a pool you run on paper, or to check the numbers work before you commit to anything.

Cash Calendar Fundraiser Calculator
Pay the date: the 14th costs $14. See what a team of sellers raises.
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