The first thing that comes to my mind when seeing the Four of Pentacles today is this anonymous quote.
"My life's purpose is much clearer when I just work to help, not to possess."
The representation seen in the Four of Pentacles is Daedalus tightly clutching all that he has and what he has worked so hard for and accumulated over his lifetime. He's fearful that his nephew Talos is going to usurp his worldly material position, and possessions. Daedalus is angry and jealous feeling based on his fearful attitude that causes him to take hold of his money with too tight a grasp. This only leads to very negative consequences for Talos and Daedalus both.
There's an important message in this card. The more firmly a grip we have on our material possessions the more elusive they become resulting in unhappiness, because we sure can't take it with us, and if our true self-value is bound up in things, what we make and what we have blocks our creative energy, our self-expression.