📅

Calendar Fundraiser

Choose A Date.

A friendly, no-drawing fundraiser. Each seller gets a calendar; supporters pick days and chip in each date’s value (the 12th = $12).

Start this contest →How it works

Great for:Sports teamsClassrooms & PTAsClubs with a set goalYouth programs

Pick a month

Choose the month & set a goal — add more months as you grow.

Sellers share

Each seller gets their own calendar link to send around.

Supporters give

They pick days and pay the sum; progress meters keep climbing.

Everything you can customize

Features, options & plans

Tune every detail to fit your fundraiser — and see exactly what’s on each plan.

Feature

Options

Kickoff

Free

★ POPULAR

Varsity

$12.95

Champion

$29.95

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—＋ Add-on✓

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 payments — coming soonAuto-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—＋ Add-on✓

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 = available as a paid add-on on that plan, included free on Champion. See full pricing →

The complete guide

How a Calendar Fundraiser 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.

✅ Pick-a-date, pay-the-date scoring✅ Live goal & progress meters✅ A calendar per seller, with leaderboards

Start free →

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 Fundraiser 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.

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 Fundraiser, answered

What is the Calendar “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 Kickoff 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.