Oscar’s Grind is a cautious betting strategy that’s designed to win small amounts regularly. It can be used in a variety of casino games, including blackjack, baccarat, craps, and roulette. We will unpack the details of Oscar Grind’s strategy in this guide, how to use it on a variety of games, as well as the benefits and drawbacks of the system. What Exactly is the Oscar’s Grind Strategy? Oscar’s Grind strategy, also known as Hoyle’s Press, was first documented in Alan Wilson’s 1965 book The Casino Gambler’s Guide.