hopeless as in without hope because there seems to be no possibility of comfort or success

• "in an agony of hopeless grief"
• "with a hopeless sigh he sat down"

hopeless as in of a person unable to do something skillfully

• "I'm hopeless at mathematics"

hopeless as in certain to fail

• "the situation is hopeless"

hopeless as in (informal to emphasize how bad it is) beyond hope of management or reform

• "she handed me a hopeless jumble of papers"
• "he is a hopeless romantic"