A lot of the character scenes are time gated; if it says "the future is cloudy" it means you haven't yet reached the date that said scene becomes available, or haven't reached any extra reqs it might demand. Cheren's level 2 scene, for example is time gated to the 25th of May, and has additional restrictions such as taking up your texting slot for the evening and being inaccessible on weekends. I'm not sure whether he actually has a level 4 written yet.