There are certain activities that bar the player from playing due to a low gambling skill, such as the Wheel of Fortune, which only allows those who could at least wager a maximum of $10,000. The skill increases by 1 for every $1,000 spent up to a maximum skill of 1000. In GTA San Andreas, the player can increase the gambling skill of Carl Johnson by spending money at the casinos. With its expansion in GTA San Andreas the chances of losing/winning are more probable. In Grand Theft Auto: San Andreas, more activities were available that the player can take part in to wager money on in order to gain more money if the player wins the activity or lose the money wagered if the player loses the activity.
The ability to wager money is first introduced in Grand Theft Auto: Vice City, when the player must pay entrance fees for Vice Street Racer events, with a set limit on how much they can bet, and perform well enough in the races to break even.