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What’s the issue? Or are you just asking logistics-wise. I haven’t done it with mine yet due to weather but the plan is to have a restraint so he can’t jump out, and then work up with short trips, initially just pushing the bike along with him in the box so he gets used to it. We did some initial training just getting him hanging around in the box in the garden before the weather turned rubbish.
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Pantsmaster
Dogs and cargo bikes.
How?