I would say if you were having moisture issues with a big pot size, your soil mix isnt aerated enough, the soil mix doesnt have proper drainage, or you are watering way to frequently, or just watering incorrectly.
I have found the best way to water soil is with a good watering can, I use this dramm 5-liter can it is expensive but will last forever . You can also buy smaller ones for easier operation, the 5L is kind of heavy at the beginning of the watering. I used to have a 2L but i had to refill it all the time.
With a good soil mix I can water my plants every day and not drown them no matter what stage, but I am also using air-pots
When you are ready to water the pot should feel alot lighter than when it was wet. If you stick your finger in the top the first inch might be dry and then a little moist as you go down a little.
When I water I give it some water, slowly, then wait. This allows the soil to absorb the water instead of the water run through it. You need to do this to ensure even watering. Even if you aren't watering perfect, with this method and proper soil you shouldnt have any issues with moisture stress symptoms on your plants