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The guy or girl (whichever viewpoint the story is from) isn't dense... so to make things interesting, thousands of hurdles are thrown in their way, and that usually leads to a thing called drama (or in other situations, comedy)
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A contrived obstacle course has its own problems. I've seen this method a few times, and it really gets fans peeved when random events prevent progress. It makes more sense to attribute the problems to character traits rather than things outside their control.