Philippians 1:20-26
(20) According to my earnest expectation and my hope, that in nothing I shall be ashamed, but that with all boldness, as always, so now also Christ shall be magnified in my body, whether it be by life, or by death. (21) For to me to live is Christ, and to die is gain. (22) But if I live in the flesh, this is the fruit of my labour: yet what I shall choose I wot not. (23) For I am in a strait betwixt two, having a desire to depart, and to be with Christ; which is far better: (24) Nevertheless to abide in the flesh is more needful for you. (25) And having this confidence, I know that I shall abide and continue with you all for your furtherance and joy of faith; (26) That your rejoicing may be more abundant in Jesus Christ for me by my coming to you again.
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The apostle Paul was a human being just like us, not God in the flesh as was Jesus. Having faced the perils of life with disturbing regularity (II Corinthians 11:23-28), Paul was intimately acquainted with the certainty of death, but being better spiritually educated and experienced than most of us are, he can provide us a positive example.
He realizes that it would better fit God's purpose if he stayed alive for a while longer because the Philippian brethren needed him and the teaching he would bring them, but if he had the choice, he says, he would far rather die to await the resurrection and thus be with Christ. He is torn between the two alternatives. Obviously, this is not a man who feels a morbid dread of death; like his Savior, he does not consider it an end but an interlude between physical life and eternal life with God.
In verse 21, Paul uses an interesting idiom, "to die is gain," which resembles a similar "death" idiom in English, "cashing in the chips." The apostle pictures life as a kind of game that he played for all he was worth, but when he must retire from it, he would gladly cash in his chips and take home his winnings, his "gain," as it were. By using this game analogy, he does not take death overly seriously. It is without doubt sobering and grievous because a life has ended and a person's companionship will be missed, but the apostle always keeps his priorities straight: Eternal life is always to be preferred to physical life. He knows he has far greater, more eternal winnings—"treasure in heaven," as Jesus phrases it in Matthew 6:19-21—than all the so-called pleasures and possessions he could enjoy on earth. He is very willing to endure death to claim the reward that God had promised to him in the resurrection. However, despite desiring to cash in his chips, he concludes that it would be better for the game if he kept his hand in it a mite longer.
Thus, like his Savior and ours, he is not morose and hopeless about death. On the contrary, he has "a desire to depart and be with Christ," because his next conscious act would be to rise from the grave to meet Christ in the air (I Thessalonians 4:16-17) and live and reign with him forever (Revelation 20:6). What a wonderful attitude to have! He would give his all in service to God while alive on the earth, but he would gladly give his life to be with Christ in His Kingdom.
— Richard T. Ritenbaugh
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