Playbook

Guides for running a great pool

Real, step-by-step playbooks for fundraisers and for-fun pools — what to set up, how the automation works for you, and how much you can raise.

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Booster clubs

The High School Football Season Squares Fundraiser

Turn your whole regular season into one fundraiser. Each player sells squares that play in every Friday-night game — more games, more excitement, more raised. Includes a calculator to size your goal.

Booster clubs, team parents & athletic programs6 min read
Case study

Case Study: A 300 Club That Raised $18,000 for a Baseball Program

How an American Legion baseball program ran a 300 Club — 300 tickets at $100, a $1,000 prize drawing every month for a year — to give away $12,000 and net $18,000 for travel, coaches, and uniforms, year after year. Smaller program? A 100 or 200 Club works the same way.

Baseball booster clubs & American Legion programs7 min read
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How-to guide

The Calendar Fundraiser (“Choose A Date”) Playbook

A no-luck, everyone-can-give drive: each player gets a calendar, supporters pick days and donate that date’s value (the 12th = $12). Simple, friendly, and free to run — with a calculator to set your goal.

Teams, classrooms, PTAs & clubs with a goal6 min read
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How-to guide

Run an NFL Survivor Pool as a Fundraiser

The most-followed office pool there is — one team a week, lose and you’re out — turned into a season-long fundraiser. How to set entry fees, strikes, and prizes so it raises money and runs itself.

Booster clubs, schools & office organizers6 min read
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How-to guide

Run a Draft & Keeper League (and the Death Pool Twist)

Build a season-long draft league for any pool of names — draft to teams, score all season, and keep your best year to year. Plus the cult-classic “death pool” variant, available as an optional add-on.

Friend groups, clubs & commissioners6 min read

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Playbook — fundraising & squares guides · ChooseASquare