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When my opponent plays Decepticon Shockwave and plays System Reboots to make me discard, say, 10 cards, if I have a Defensive Driving card attached to one of my characters, can I choose all 10 damage to be dealt to that character and make it all to zero since Shockwave ability reads as deal 1 damage to it?

Yes, Shockwave’s ability triggers individually per card discarded, so each instance of 1 damage would be reduced to 0 because of Defensive Driving.
Source: Wizards of the Coast (2019-06-28)    【Link to Ruling】
Tags: Decepticon Shockwave, Cybertron Commander