Good question!
One of the keys to successful transplanting is getting the right balance of air and water at the roots.
This might require some adjustments in the beginning.
I water to 1/4 on the gauge in the beginning (that's about 1" deep) and then wait for 10 days - 2 weeks. If there's still water in the bottom of the pot - I dump it out and force a dry period of 3-4 days with no water at the base.
Then I rewater - giving the plant less water. After the plant adapts (usually 3-4 weeks) you won't need to be nearly as careful. Watering will be - 1/2 on gauge every 2-3 weeks.
Just make sure the system dries out between waterings so the roots get air.