What does Psalm 49:14 mean?
Using poetic language, the psalmist compares ungodly people to sheep. This metaphor is often used in the Bible—several times as a reference to believers, but not in all cases; it is used to depict those who depend on following their master. Sheep follow their shepherd where the shepherd leads; death is the shepherd leading the wicked wealthy to Sheol: the place of death and the grave. By contrast, believers have a shepherd who leads them "beside still waters" and "in paths of righteousness" (Psalm 23:2–3). At the end of this earthly life believers will "dwell in the house of the Lᴏʀᴅ forever" (Psalm 23:6).The psalmist encourages his audience by telling them they will rule once the night has passed. When Jesus comes in the air, He will raise Christians from the dead and transform their bodies along with the bodies of living Christians (1 Corinthians 15:51–55; 1 Thessalonians 4:13–17). All Christians will share in the Lord's glory when He appears (Colossians 3:4). The wicked are bound for eternal punishment, but believers are bound for eternal glory.
Psalm 49:13–20 further explains what happens to wicked people who trust in money rather than in God. Sheol—death and the grave—is their destiny. Righteous people should not be jealous of them or fear them. The rich leave everything behind when they die, no different than a poor person. For a second time, the writer compares physical death to that of animals.
The "riddle" in question is the fact that some rich persons are also wicked and ungodly. Rich and poor, alike, should remember that money is temporary. It is not a substitute for God's approval. All people face death and God's judgment. There is no reason to envy a person who has earthly wealth but lacks eternal hope.