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My son hates yardwork. So we've used that in the past. He works off the debt that you paid and we get our yard done. We've also had him do volunteer work to work off the debt. We just assign him an hourly rate; divide that by the debt to get the number of hours. If the amount is too great to work out, then we just make the work less pleasant - pulling weeds, etc.
Good luck - raising boys are fun but challenging.
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