If we are using board games analogy, that's hardly a checker's game. If you are POTUS your opinion affects the market. You can easily affect the market. Imagin

If we are using board games analogy, that's hardly a checker's game. If you are POTUS your opinion affects the market. You can easily affect the market. Imagine how easy would be to make money through stock options if you had the power to affect any stock to go up or down. Only ethics would stand in your way and if you think ethics are for loses, nothing is stopping you from doing that. If you want reduce your risk further, you could simply get paid by your friends from Mar-a-Lago (by purchasing expensive rooms in your hotel) by letting them know your announcement ahead of time and let them do the investment. That will also reduce connections to yourself.