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Jeremiah 22:21

Adam Clarke
Bible Commentary

I spake unto thee in thy prosperity - In all states and circumstances I warned thee by my prophets; and thou wilt only be ashamed of thy conduct when thou shalt be stripped of all thy excellencies, and reduced to poverty and disgrace, Jeremiah 22:22.

Albert Barnes
Notes on the Whole Bible

Prosperity - literally, as in the margin. God spake thus not once only, but whenever Judah was at peace.

Matthew Henry
Concise Bible Commentary
The Jewish state is described under a threefold character. Very haughty in a day of peace and safety. Very fearful on alarm of trouble. Very much cast down under pressure of trouble. Many never are ashamed of their sins till brought by them to the last extremity. The king shall close his days in bondage. Those that think themselves as signets on God's right hand, must not be secure, but fear lest they should be plucked thence. The Jewish king and his family shall be carried to Babylon. We know where we were born, but where we shall die we know not; it is enough that our God knows. Let it be our care that we die in Christ, then it will be well with us wherever we die, thought it may be in a far country. The Jewish king shall be despised. Time was when he was delighted in; but all those in whom God has no pleasure, some time or other, will be so lowered, that men will have no pleasure in them. Whoever are childless, it is the Lord that writes them so; and those who take no care to do good in their days, cannot expect to prosper. How little is earthly grandeur to be depended upon, or flourishing families to be rejoiced in! But those who hear the voice of Christ, and follow him, have eternal life, and shall never perish, neither shall any enemy pluck them out of his almighty hands.
Cross References
I spake
This