Whenever you put them in, do not go to the bottom of the pot. if you do, whenever you water, some water will instantly drain out the bottom of the pot, while the soil remains dry.
When I used stakes, I only used one somewhere in the middle and used yo-yo’s less damage on the roots and can support more colas. Honestly you can do it dry or wet. Make sure it’s deep enough to have good support and make sure it’s a few feet taller than the plant to anticipate the stretch.