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k k is offline
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Default Electric Drill Bit Slippage

You can grind 3 flats on the drill bits which if not done exactly
symetrical will make the drill bit wobble. Aside from tightening the
chuck with a key, it's the chuck thats letting you down and would need
to be replaced. Sears may give you a new drill if you explain the
problem, I think they have fairly good customer service.