I do something similar. I ask "does this feel like there is a solution space, is this probably solvable?" If there is I pursue it or ruminate on it (mainly incubate it). If not, I ask why not or reframe it or move it to "wish list" (my step below "roadmap").
Creativity benefits from incubation, setting it aside to see what reframings and new ideas pop up.
and about remembering stuff. When I want to remember something, I read it some time before sleeping. After reading I remember nothing, but after waking up it magically appears in my memory. Very useful
I can go to sleep confident that in the morning I'll probably figure out what I just can't get a handle on right now.