“We gave him the amount of money we would spend on shoes and he had to come up with the rest if he wanted them. “
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Good for you. That’s what my daughter and her husband did when the kids wanted Macs when entering high school-— paid a reasonable portion and made them pay the rest,which they did.
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Which led to my relatively short-term careers as a "lawn mowing contractor" (with business cards!) and later golf caddy. It was exciting; there was just no end to the possibilities.