Abstract: Disclosed is a debt repayment lottery/game system and method that allows a pool of players with existing loan debt such as student loans, mortgages, personal loans, credit card debt, automobile loans, boat loans, plane loans, investment loans, and other such debt. The winning payout is made to a third party versus the actual winner. Winner selection is based on various random and non-random factors. Each player is required to pay a fee that may be monetary or non-monetary to play in the lottery or other game. Such fees, or otherwise raised funds, are aggregated and pooled and are used, in part, to directly pay down the outstanding debt. There may be multiple winners depending on the amount of debt owed not necessarily the pool size. A safeguard or fail-safe mechanism prevents the player from purchasing more entries than debt owed.