Question: Here is one sentence: He is the Republican boss in Kentucky.
Here is another sentence: Party bosses have a reputation for corruption.
Does the boss mean the same thing in the two sentences?

Answer: the same meaning

Question: Here is one sentence: They say he gives good head.
Here is another sentence: The head of the list.
Does the head mean the same thing in the two sentences?

Answer: different meanings

Question: Here is one sentence: Bestow an honor on someone.
Here is another sentence: Medals were bestowed on the winning team.
Does the bestow mean the same thing in the two sentences?

Answer: the same meaning

Question: Here is one sentence: He predicted that although it is of small account now it will rapidly increase in importance.
Here is another sentence: The account of his speech that was given on the evening news made the governor furious.
Does the account mean the same thing in the two sentences?

Answer:
different meanings