I usually proceed by asking a different question (the question if you want). Where am I not winning? Which areas of my life am I unsatisfied with? Then I go on asking the question you mentioned (or very similar ones):
Why am I not winning?
How much important is this area to me? It should be at least a bit since the issue came to my mind, minor problems are usually automatically filtered out (not always, of course, a problem I see could be the symptom of a bigger one, but I should at least be aware of something)
Can I identify a solution?
Would it be easy to apply? Better: would the cost/​benefint ratio be worth it?
I usually proceed by asking a different question (the question if you want). Where am I not winning? Which areas of my life am I unsatisfied with? Then I go on asking the question you mentioned (or very similar ones):
Why am I not winning?
How much important is this area to me? It should be at least a bit since the issue came to my mind, minor problems are usually automatically filtered out (not always, of course, a problem I see could be the symptom of a bigger one, but I should at least be aware of something)
Can I identify a solution?
Would it be easy to apply? Better: would the cost/​benefint ratio be worth it?
Can I generalize one solution to many problems?