I talk with the player and do an initial assessment, then tailor my workouts around their individual needs.
Generally I like to start off with ball handling work. I like to do a lot of two ball dribbling, stationery and moving. I incorporate different lower and upper body movements that challenge your brain and force your mind and body to learn how to work synergistically. That is the only way ball handling is going to become second nature.
The next phase will be form shooting work to make sure the players mechanics are solid.
After that I will move into footwork, offensive attack moves, reading screens, and whatever else is necessary to improve this players overall game.
Also, I will consistently hop into drills to compete against my clients, which is something that makes my training sessions uniquely effective.