You should always dig around the roots & keep a large clump of dirt around the roots when transplanting, treat the roots like they are made of fine glass. Water the plant just a little to set it after it is transplanted. I start my plants in large styrofoam cups so when I put them outside I can just squeeze the sides of the cup a little and the soil & all will come out in my hand when I turn it over. If I move a plant outside I dig all the way around the plant, I put the whole plant dirt & all in a bucket to move to another location then plant it dirt & all.