I would say the answer is anger. Notice how he mention Hades, which is the Greek God of the Underworld. Langston Hughes is basically saying he'd rather die than pay, which is seen as anger. I hope this helps!
Answer: How does he overcome the obstacle? His sword is useless against the monster. First, he fights with his bare hands and his mail shirt keeps her from piercing his skin. Then, he found the ancient sword with magic of its own mounted on the wall of the monster's lair.
Mrs. Jones takes Roger home and wash his face because she feels some empathy with his despondent situation.