Arguably we should de-check-boxify other parts of our life as well. I suspect that when something is right for us, truly right, we are defeated by its immense certainty; the anxious impulse to atomise won’t exist. Decision matrixes are worthless, seek defeat and its afterglow.
I think smart people use checkboxes for romance because it’s worked for everything else (school, career, fitness) yet the entire effect of desire, Eros, is to be undone by the agony and ecstasy of encountering the Other, it’s to forget that there were checkboxes at all