Everyone has a different approach when working with a player for the first time. I've seen every type of approach known to man. We all have a routine for positional players that we work with, but without knowing what a player can/can't do its hard for me to just jump straight into a workout.
My philosophy is to have the player shoot on their own for 5-6 minutes to evaluate them and get an idea of what to key in on. Here are the things that I look at:
Anyone can put a player through a cookie cutter workout, and believe me there are plenty of coaches who do that. I want to watch a player like a hawk and see what they are good at and what they need work in.
I ease into the workout with the player with "Hey lets try this" or "I see that this is a little off lets make a small correction". You never want to straight up change everything about a player in the first meeting. Developing trust with a player takes time and changes with a player should be done on a gradual level.
The evaluation process when working with a player is very important. Take the extra time to watch everything that they do. Get a feel for what they are good & Bad at. You should be then devising a workout plan in your head throughout his first few minutes on shooting on their own. We all have our workouts for players depending on position , but evaluating a player on what we need to center in on is very important.
Here is a list of things that I evaluate by position.
Like I always say there are so many different ways to develop players. Everyone views the game differently and thats how it works. There are so many factors that go into my evaluation of a player and what direction their development should go in. Players come in different shapes and sizes and they should have big impact on how you shape your workout.
Don't be a cookie cutter coach, use your eyes and basketball sense to develop a program that will maximize the potential of your players.