I had to give this a think. This is what has to be in Riker's head, every game. Each player has a critical flaw that must be exploited.

• Worf is going to make a lot of bold moves and will double-down on a bet. Even if it's bad. Even if he's obviously bluffing. Doing otherwise is basically surrendering.
• Data will play the odds, every time. He's getting better at reading blood pressure and facial expressions, but this means you can misdirect him pretty easily.
• Deanna can read your emotional state so just keep thinking about that last shore-leave on Risa. She can also get overwhelmed with a lot of "loud" emotions at the table, so antagonize Worf every so often; works great.
• Geordi might be tempted to abuse his visor, so pay attention to how he reads the table. For some reason, he starts making mistakes whenever holodecks enter the conversation.