I've been enjoying this thread as I have some potted jade plants outdoors.
Would you ever advise a deep soak where the pot is placed in a basin of water and left for 15 - 30 minutes to make sure all the soil has been saturated? When I let my soil go completely dry, I will occasionally do this due to soil's tendency to become hydrophobic when it becomes totally dry. When I do the soak, I'll also add water to the top of the soil. If I see bubbles, I know dry pockets have developed and that the soaking will alleviate that problem.