What does Genesis 40:14 mean?

Joseph has interpreted the cupbearer's dream (Genesis 40:7–11), and the outcome is a happy one. The cupbearer will be released from prison and given his old job back as Pharaoh's cupbearer in just three days (Genesis 40:12–13).

Now Joseph makes a personal plea to the cupbearer: Remember me! Specifically, Joseph asks that when the time is right, when it is well with the cupbearer, that he mention Joseph to Pharaoh. This is Joseph's attempt to be freed from his unfair imprisonment (Genesis 39:11–15).

This is an entirely reasonable request, even if it's the first time we hear Joseph express discontent with his difficult circumstances. Many years have passed since Joseph was first incarcerated for a crime he did not commit (Genesis 40:1, 4), and he's ready to be done with prison. Joseph is not despairing or rejecting God's will. Nor is he being inert, doing literally nothing. Instead, he sees a perfect opportunity to plead his case.

Joseph is aware of how powerful a well-timed word from an influential servant can be. He asks the cupbearer to do that kindness for him. Unfortunately, the cupbearer will keep that information to himself for several more years (Genesis 41:1, 9)