Could the Wii U dip below the DS at some point this year?

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It will if Nintendo continue to do diddly squat to help it.
Hell, the Xbox One's reviled conference has done more to help Wii U than ANYTHING Nintendo has done so far.
E3's about the only thing between now and Pikmin 3 in AUGUST that might breathe some life into it. That's a lot of time for it to continue to stagnate and decay.