The word "repent" has become something of a cartoon word, more likely to appear on the panel of a comic strip than in regular conversation. Other than reading it from the Bible and then talking about it in an accompanying sermon, I'm not sure I've ever suggested to anyone that he or she needs to repent. But of course, all of us do.
In its stereotyped, cartoon form, "repent" has come to mean something that terrible or evil people need to do. It's a word a street preacher might use when telling someone he is about to go to hell if he doesn't repent. In this sort of understanding good people or "saved" (another loaded word) people don't need to repent, but bad or evil people do. Trouble is, Jesus seems not to use the word this way at all.
For Jesus (and for John the Baptist) repentance is needed because, "the kingdom of heaven has come near" ("kingdom of heaven" being Matthew's way of rendering "kingdom of God"). The issue is less whether or not repenting makes you good enough to get in. Rather, repenting means to change so that one's way of living begins to conform to this new day, this new dominion of God that is approaching. Much of Jesus' teachings is about the ways of this kingdom. And every one of us who has not yet fully learned to love our enemy, to forgive over and over from the heart, to love others as much as ourselves, to do God's will over our own, to sacrifice ourselves for the sake of God's new day, and so on, haven't yet fully conformed to God's kingdom. And so we still need to turn, to change, to repent.
This is probably truer of pastors than anyone. Our work gives us a lot of cover. Many of our day-to-day tasks have the appearance of doing God's work, and so it can disguise our ambitions, the way we grumble about members who don't do their share, or the way we measure ourselves and our congregations by budgets and Sunday attendance rather than how faithful we are to God's call. Being a pastor is even a great place to hide from God's call. If God is calling a pastor to some other place or some other kind of ministry but that pastor is comfortable where he or she is, how is anyone other than God going to know. The pastor appears to be doing God's work when, in actuality, resisting it.
My favorite way to use being a pastor in ways contrary to the kingdom is to busy myself with work but get disconnected from God. That has the added bonus of insuring I don't hear God if God asks something of me not already a part of my routine.
God's kingdom looks little like the world we live in, and our lives are shaped by and conformed to this world. But those ways do not work in the world that is coming, the new day Jesus shows us. And so, Repent!
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