When a party breaches a contract, their counterpart typically suffers loss. Contract law redresses this wrong by awarding compensation to return the innocent party to the position they would have been in had the contract been performed correctly. In some anomalous cases, however, the innocent party may instead benefit from the breach, as the founders of McDonald’s did during the famous franchising saga of the 1950s and early 1960s. Contract law is unclear as to how to deal with such cases of “advantageous breach.” This Article examines current approaches to doing so under contract law in both Australia and the United States, and provides practitioners and parties with guidance as to the remedial consequences that may flow from advantageous breaches.