INTRODUCTORY OFFER! SAVE 33% TODAY - NO COUPON NEEDEDSAVE NOW
The operating system for recreational competition

Enjoy the game.
We’ll handle everything else.

Create Squares, Pick’Em, Survivor, Confidence, March Madness, Golf, drafts, and fundraisers in minutes. Track payments, notify winners, manage participants, and keep 100% of the money you collect — while your group enjoys the competition.

Keep 100% of what you collect · No fee for players · Always free
🧑‍💼
Offices & friends
🏈
Sports teams
🎓
Schools & PTAs
⛪️
Churches & clubs
🤝
Booster orgs
Why commissioners switch

From chaos to contest-ready.

Every pool used to mean spreadsheets, group texts, payment chasing, and winner math. ChooseASquare turns all of it into one clean link.

Without ChooseASquare: spreadsheets, Venmo lists, group texts, a paper grid, reminder texts and winner math. With ChooseASquare: create your contest, share your link, track payments, highlight winners — one clean link.
🙂
Less babysitting.
More cheering.
🛡️
Accurate. Automatic.
Always up to date.
🕐
Save hours every week.
Get your time back.
👥
Happier players.
Better experience.
On autopilot

What CAS does automatically

The moment you hit go, the busywork stops being yours.

🎲Draws the random numbers
🏆Highlights winners the second scores land
🧾Tracks who’s paid — and reconciles receipts
📊Updates standings and leaderboards
🔔Sends the reminders for you
🧮Calculates payouts across every period
📈Generates the reports and exports
🔗Runs the whole thing on one link
Pick your game

What are you running?

Squares, Pick’Em, Survivor, Golf, a draft, a March Madness bracket, a fundraiser — start any of them in about a minute.

The contest library

Pick the contest that fits your season

From a one-night squares pool to a season-long survivor, pick’em or draft league. Every one runs on a single shareable link, mobile-first, and any can become a fundraiser.

Golf & NASCAR racing pools

In season now

Draft a roster and ride the live leaderboard: PGA Pick’Em every tournament week, NASCAR Pick’Em every race.

PGA Pick’Em
Draft golfers. Highest total wins.

Pick a roster of golfers for any PGA tournament, where they earn points by performance and the top entry takes the pot.

  • Pick a roster for any PGA event
  • Prize money, points or low-score scoring
  • Live leaderboard, tiebreakers & ownership %
  • Run it for fun or as a fundraiser
Great for: Golf fans, office pools & majors weekends
Plan
FreePro Commissioner
NASCAR Pick’Em
Draft drivers. Most points wins.

Pick a roster of drivers for any Cup, Xfinity or Truck race, where they earn points by performance and the top entry takes the pot.

  • Pick a roster for any NASCAR race
  • Official points, finish or avg-finish scoring
  • Live running order, ownership % & DNF handling
  • Run it for fun or as a fundraiser
Great for: Race fans, office pools & race-day parties
Plan
FreePro Commissioner
Golf Series
A roster every tournament. Points all season.

A season-long pick’em across as many tournaments as you like, and load all the majors in one tap. Draft a new roster each event; points build all season.

  • Pick which tournaments count (or “all majors”)
  • A fresh roster every event, season-long standings
  • Pay per event or at season end
  • Live scoring as each event plays out
Great for: Golf diehards & season-long office pools
Plan
FreePro Commissioner
NASCAR Series
A roster every race. Points all season.

A season-long pick’em across a slate of races: draft a new roster each race and chase the season crown. Pay after each race or at season end.

  • Pick which races count (or the playoffs)
  • A fresh roster every race, season-long standings
  • Pay per race or at season end
  • Live running order as each race plays out
Great for: Race fans running a whole-season pool
Plan
FreePro Commissioner
Fan-team add-on
Team Challenge
Make the fan’s team the star.

A fan-team layer for any Pick’Em, Survivor or Confidence pool. Add a weekly team pick, a Terrible-Towel streak, Pick-the-Hero, Renegade Week and Beat-the-Rival, all auto-scored every Sunday.

  • Rides on top of a pool you already run
  • One-click packs for all 32 NFL teams
  • Auto-scored off real box scores
  • Its own leaderboard, streak and prizes
Great for: Fan groups and booster clubs behind one team
🔑 LicenseIncluded on Organization · $29/yr on Pro & Free
Explore Team Challenge →

Trending for football season

Upcoming season

The pools everyone’s firing up for NFL & college football. Get yours live before kickoff.

Classic Squares
Super Bowl Squares, reinvented.

The game everyone already knows, now mobile, automatic, and effortless to run.

  • 100 squares on one shareable link
  • Random numbers reveal at kickoff
  • Pay out by quarter, half & final
  • Winners highlighted live as scores roll in
Great for: Big-game parties, booster clubs, office pools
Plan
FreePro Commissioner
Series & Playoff Squares
One square. Every game of the series.

Buy a square once and ride it through an entire playoff series, tournament, or short schedule, with one shared pot, winners every game.

  • Buy once, good for every game
  • Quarter, final & reverse-score payouts
  • One shared pot across the series
  • Release more grids to sell past 100
Great for: NFL playoffs, March Madness, a bracket run
Plan
FreePro Commissioner
Season Squares
One square. Every week, all season.

Buy one square for the whole season. Fresh numbers every week, and every game each week pays a winner, and each week’s pot splits across its games.

  • One square for the whole season
  • Fresh numbers every single week
  • Every game each week has a winner
  • Weekly pot = weekly price × squares sold
Great for: A full NFL / team season pool
Plan
FreePro Commissioner
Survivor / Eliminator Pool
Pick one a week. Last one standing.

Each week, pick one team to win. Lose and you’re out, and you can’t reuse a team. The last entry alive wins the pot.

  • One team a week, no reuse
  • Any sport from the games library
  • Auto-eliminations & live standings
  • Strikes, mulligans & buybacks (paid plans)
Great for: NFL season pools, boosters & office groups
Plan
FreePro Commissioner
Pick’Em Pool
Pick winners. Climb the standings.

Pick winners every week: straight-up, against the spread, or with confidence points. Plus a one-of-a-kind Squares Bonus.

  • Straight-up or against the spread
  • Weekly + season standings
  • Squares Bonus on a feature game (Pro Commissioner)
  • Any sport from the games library
Great for: NFL & college pools, office leagues, boosters
Plan
FreePro Commissioner
Confidence Pool
Back your best calls.

A Pick’Em with a twist: rank every pick by confidence (1 up to the number of games, each value once). Nail your top pick and bank big points; miss it and get nothing.

  • Assign confidence points 1…N
  • Each value used once a week
  • Weekly + season standings
  • Featured-game tiebreaker
Great for: Office leagues & boosters that want more strategy
Plan
FreePro Commissioner
Power Picks
Star your locks for bonus points.

A Pick’Em where each week you flag a few “power picks.” Nail a power pick and earn bonus points on top, the strategy wrinkle of a confidence pool, with none of the ranking overhead.

  • Flag N power picks each week (you set N)
  • Correct power pick = bonus points
  • Weekly + season standings
  • Any sport from the games library
Great for: Pools that want a simple strategy twist
Plan
FreePro Commissioner
Bracket Master
Choose winners. Win big.

Seeded single-elimination bracket for any tournament: fill it out and score every round, or just publish a bracket and tap winners for viewers to watch.

  • Any teams, regions & byes
  • Round-weighted scoring + upset bonus
  • Publish-only mode to just run a tournament
  • Run it for fun or as a fundraiser
Great for: March Madness, playoff runs & any tournament
Plan
FreePro Commissioner
Power Points
One team a week. Win by the margin.

Each week pick one game and one team, then score the margin of victory (or −margin). No team reuse, nobody eliminated, highest total wins.

  • One game + one team each week
  • Score the margin of victory
  • No team reuse, season-long strategy
  • Straight or against-the-spread
Great for: NFL season pools, offices & friend groups
Plan
FreePro Commissioner

Season-long leagues

Draft a roster of any names and score it all season, keepers and all.

Licensed module
Draft Room
Build your team. Own your draft.

A season-long draft engine for any pool of names: draft to teams, score all season, and keep your best year to year.

  • Draft any pool of names onto teams
  • Flat, age-weighted or custom scoring
  • Keepers carry year to year
  • Optional Death Pool add-on
Death Pool
Add-onDeath Pool
Draft famous names, score when they pass · +$19/yr
Great for: Friend groups, clubs & keeper leagues
🔑 License$49/yr per league · renews yearly · Death Pool +$19/yr

Year-round fundraisers

Pure giving, no game required. Run them any time of year.

Calendar Cash
Choose a date. Give the date’s value.

A friendly, no-drawing fundraiser where supporters pick days and chip in each date’s value.

  • Each seller gets their own calendar
  • Pick days, pay the sum (the 12th = $12)
  • Goals & live progress meters
  • No numbers, no luck, just giving
Great for: Teams, classrooms & clubs raising a set goal
Plan
FreePro Commissioner
Century Club (X Club)
Sell tickets, draw winners.

A recurring raffle that funds your program month after month: a 100, 300, or 500 Club.

  • Sell any number of numbered squares
  • Draw winners every period (auto or live)
  • Cash or physical prize tiers
  • Sellers compete on a leaderboard
Great for: Year-long club & program fundraisers
Plan
FreePro Commissioner

✨ Coming soon

New ways to play and raise, already in the works.

More on the way

Auctions, raffles and more. We’re always building new ways to fundraise.

In the works
What you’re really buying

Peace of mind

Running a contest shouldn’t feel like a second job. Here’s the before and after.

Before ChooseASquare
“Did everyone actually pay?”
“Did I miss someone on the grid?”
“I still need to update the standings.”
“Who won the third quarter again?”
“Did I remember to send the reminders?”
After ChooseASquare
“Everything’s handled.”

Payments reconcile themselves. Winners highlight the moment scores land. Reminders send on their own. You just watch your group have a great time.

The feature commissioners remember isn’t the scoring or the reconciliation. It’s the feeling: “CAS made me look like I knew what I was doing.”

How it works

Up and running in three steps

1

Create your contest

Choose a contest type, set your price, and add your branding. It takes a couple of minutes.

2

Share one link

Post your link or add sellers who each get their own. Supporters pick squares and pay you directly.

3

Watch it run

Numbers reveal automatically, scores pick winners, standings update, and reminders send themselves.

Why commissioners switch

Built to remove work, not add it

💸

You keep 100% of the pot

No cut, ever — and no fee for your players. Supporters pay you directly on Venmo, PayPal, check, or cash, with a one-tap button that opens their app with the amount pre-filled. Your money never touches us.

🧾

Payments reconcile themselves

The worst chore — matching who paid to who’s on the grid — handled. Supporters forward their receipt and CAS marks them paid automatically. No more babysitting a spreadsheet.

🏆

Winners without spreadsheets

Numbers reveal at lock, scores roll in, and winners light up live. You never touch a formula.

🧰

One platform for every type

Squares, Pick’Em, Survivor, Golf, drafts, March Madness, fundraisers — stop stitching tools together. It’s all here, and it all works the same way.

🆓

A Free tier that isn’t crippled

Run unlimited contests free and mark payments by hand. Upgrade only when you’d rather the busywork just disappear — never to run one more pool.

🥇

Turn members into sellers

Every seller gets their own link and a live leaderboard — reward your top sellers with cash or prizes. A little competition raises a lot more.

The old way

You’ve been running contests on a patchwork

A spreadsheet here, a group text there, Venmo notes, a Facebook post, a homegrown site. ChooseASquare replaces all of it with one thing that just works.

The old way
ChooseASquare
Excel spreadsheets you babysit
Numbers, scoring & standings run themselves
Group texts and reminders
One shareable link with built-in invites
Manual scoring after every game
Winners highlighted automatically
“Wait — who actually paid?”
One-tap Venmo/PayPal + paid tracking
A pile of separate links
Your whole contest on a single link
Not raising money?

Just here to run the pool

Skip the paper grid. Run a squares pool for your office, your friends, or the bar — set your cut to zero and the whole pot goes to the winners. Always free, no app, winners on autopilot.

🏈
Super Bowl Squares
Free online grid, random numbers, live winners.
🏆
Football Squares
Any game or a whole season — one link.
🧑‍💼
Office & friends pools
Run a pool at work or with friends in minutes.
Already invited?

Find a public contest

Search for a pool to join — or reach a specific board through its invite or seller link.

Find a public contest
Search by contest or organization name, filter by sport or type, then choose your squares.

Searching…

Simple pricing

Free forever. Pay only to erase the work.

The fun is free — we charge to automate the busywork, never to run another contest. And we never take a cut of your pot.

Free

Run unlimited contests, mark payments by hand, keep 100% of the pot.

Most popular
Pro Commissioner

Everything you need to run contests without the work — auto-reconcile, your branding, reminders, reports.

Organization

The fundraising suite for your whole org — seller tracking, white-label, seats.

See full pricing →

Run your next contest without the work

Create your first contest free in minutes. Keep 100% of what you collect, no fee for players — just the easiest way to run competition.

Start free →