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Does he have an opinion about his hair? Does he like the fresh cut, or does he prefer it between haircuts when it gets a little longer? If you like it and he likes it, the other parents should really keep their opinions to themselves.
My son usually went with a 1 or a 2, and still preferred it when it grew out a bit between cuts. (Now he's growing it out, but he's old enough to take care of it.)
At 8 yo, I bet your son will be able to to care for any short cut himself. Just a bristle brush and a very small amount of olive oil hair grease is all my son has ever needed to keep his short hair looking great. It doesn't get tangled or difficult to brush until it gets much longer, and then a pick and a wide toothed comb works better.
The best thing I ever did was to find a really good african american barber shop. The guys there gave great advice about the best hair care products and son enjoys going there.