What Exactly Is A "Challenging Woman"?

Little Red Wagon Repairman

Girls Can't Wrestle
I've heard people say to men, "You just can't handle a challenging woman". What exactly is a "challenging woman"? Is she intellectually challenged, psychologically challenged, morally challenged, financially challenged, physically challenged, or in some other ways challenged? I don't know. What does this term mean and is it meant to be complimentary or derogatory?
 

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