This can help you when telling him how he has to work more and not pioneer. It is his duty, the article discusses bankruptcy, but still applies:
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w94 9/15 p. 31 Questions From Readers ***....Is it Scripturally proper for a Christian to file for bankruptcy?
We should be aware, though, of the other side of the matter. A Christian might be in debt because he simply did not use self-control in what or how much he spent or because he did not use reasonable foresight in his business decisions. Should he just be casual about the debt and quickly seek relief through bankruptcy, thus hurting others because of his poor judgment?The Bible does not endorse such fiscal irresponsibility. It urges the servant of God to let his yes mean yes. (Matthew 5:37) Recall, too, Jesus’ comments about counting the cost before starting to build a tower. (Luke 14:28-30) In line with that, a Christian should thoughtfully consider possible undesirable outcomes before he takes on a financial debt. Once he does assume a debt, he ought to sense his responsibility to repay individuals or companies that he owes money to. If many others perceived a Christian as irresponsible or untrustworthy, he might have sullied the good reputation that he had striven for and thus no longer have a fine testimony from outsiders.—1 Timothy 3:2, 7.Recall what Psalm 15:4 tells us about the sort of person Jehovah welcomes. We read: "He [the one God approves] has sworn to what is bad for himself, and yet he does not alter." Yes, God expects Christians to treat their creditors as they would want to be treated.—Matthew 7:12.
In summary, then, the Bible does not rule out the possibility that in an extreme situation, a Christian may avail himself of the protection offered by Caesar’s bankruptcy laws. However, Christians should be exceptional as to honesty and reliability. Thus, they should be exemplary in their serious desire to meet their financial obligations.