I think what he was referring to is the weighting of the board on every landing. You are right on about mass being a constant however. If the rider is jumping then landing, his downward momentum is in effect weighting the board in addition to his static weight and is therefore, in essence increasing his drag by doing so. Additionally, if the rider is needing to Ollie to unweight the board to become airborne, he will momentarily divert a component of horizontal momentum to vertical momentum and therefore bleed off a small amount of forward momentum. Over the course of a long distance this could add up to a significant difference.
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