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Jason/Todd, I am more than happy to assist with organizing if either of you will be unavailable.
How easy do you think it would be for a young rider to peel off and return to start? My son is young. He rides solo without training wheels, but his max speed is probably about 5 mph, and the farthest he's gone is about 2 miles. We've done critical mass with him in a bike seat, and he's excited about having an opportunity to ride his own bike...
I don't want him to hold the big kids back, but he'll be thrilled to ride with them a little way.
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