The old Chessmaster games for PC had something like this. They even had introductory lessons from Josh Waitzkin (IM) in various editions. It could walk you through various types of positions and strategies, e.g. controlling the center, bishops on diagonals, forks, and various other things but it’s been so long that I don’t remember how much it adapted to your style in real-time.

For example if it could analyze a history of your games over time, and be able to point out that you tend to accidentally leave rooks/queens vulnerable to pins. etc.