Pump o-ring problem – Update

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I went to Sears last night and picked up the new Craftsman 30mm socket 45926.  It looks so cool with that laser etched 30 large enough to see from far away.  The second picture is the wrench and socket taking a break.

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The last pictures are with the o-ring on the check valve.

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The o-rings seemed larger and looked like they were chewed up.  I replace all the rings but the rings on the top were worse.