Heartbreak Hedge
Heartbreak, hedged.

When your teams lose, your charity wins.

You never root against your teams. Heartbreak Hedge places one small ticket a week that pays only if every one of them loses. When the weekend breaks your heart, the whole payout goes to the charity you pick.

Join the pilot listSee how a week works
This week's heartbreak parlay
1 of 3 cracked
  • Spurs vs PalaceCracked
  • Louisville vs StanfordSat 3:15 pm
  • Steelers vs BrownsSun 1:00 pm
$20 stake, fee on top
Full heartbreak gives $3,248

Spurs lost, so the heart has its first crack. The ticket stays alive.

Example ticket using this week's games and prices from Oct 27, 2026. Lines move.

How a week works

You pick the teams. We handle the heartbreak.

Set it up once. Every week after that runs on its own, and you only hear from us when something cracks.

  1. Pick your teams

    Choose from the teams we can schedule and price. More are coming.

  2. Set a weekly amount

    One fixed amount, charged only in weeks your teams play. Change it any time for the next week.

  3. We build the ticket

    One game per team, the one closest to the weekend. It goes in as soon as every game has a line, at one sportsbook's prices.

  4. Each loss is a crack

    Any team that wins keeps your heart whole and ends the ticket. That's a good weekend.

  5. All cracked is heartbreak

    The whole payout goes to the charities you picked, given in our name on your behalf.

Three ways a weekend ends

A crack is a loss. Heartbreak is all of them.

Heart holds

At least one of your teams won. The ticket ends, and you had a good weekend. Nothing to pay out.

Crack

One of your teams lost. It stings, and the ticket stays alive while the rest play.

Heartbreak

Every team lost. The whole payout goes to the charity you picked. It won't fix the weekend, but it helps.

Giving

Your worst weekends fund something good.

Every dollar of every heartbreak goes to charity. Pick one or more at sign-up and how to split gifts among them. Change them whenever you like.

  • One gift a monthEach heartbreak's charity share is pooled and sent once a month, one gift per charity.
  • Given in our nameHeartbreak Hedge is the donor and makes each gift on your behalf.
  • Your running totalYour page shows “Heartbreak Hedge gave $X on your behalf” for each charity, this month and all time.
Planned starting list
  • Feeding AmericaHunger
  • Dare to Care Food BankHunger, Louisville
  • Boys & Girls Clubs of AmericaKids and youth sports
  • St. Jude Children's Research HospitalChildren's health
  • Wounded Warrior ProjectVeterans
  • National Council on Problem GamblingGambling harm
  • Your team's own foundationWhere one exists

A planned list. None of these organizations is a partner yet.

How we make money

Every dollar of a payout goes to charity.

100% of every payout

goes to the charities you pick. Heartbreak Hedge keeps none of it, and the point was never to profit from a loss.

A small fee on top

of your weekly amount keeps the lights on. Your whole weekly amount still goes on the ticket. Fee: [PRICE TO SET].

Teams in the pilot
Louisville footballLouisville men's basketballPittsburgh SteelersTottenham Hotspur

Soccer counts only a loss as a crack. A draw keeps your heart whole.

For agents

Let your agent set it up.

Personal agents can read our plans and rules, prepare your subscription and send you one link to approve. You do the age, location and payment checks yourself. After that your agent can keep an eye on the ticket and pause or cancel for you any time.

How it works for agents

The pilot

Get on the list for friends and family.

We're running the first season with a handful of fans. Tell us who breaks your heart and we'll let you know when your teams are supported.

For adults 21 and over in states where it's legal. If betting stops being fun, call 1-800-GAMBLER.