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The Square card reader won't stay plugged into my Samsung Galaxy S7. It literally falls out of the headset jack.
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Don't know if this is the answer, but I had the same issue with my iPhone. There was pocket lint stuck in the jack. I took a pin and cleaned it out and it worked.
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Sorry to hear that, have you had any luck checking the headphone jack, @kristensmony? As @Blvdrent suggested, it sounds like something is preventing the reader from plugging in all the way. When you plug it in, there should be a small click and it will be quite snug. Let us know!
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Thanks so much. I tried both things and it finally works! Yay (no more keying in cr cd #s).
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I had the same problem. My husband suggested using canned air instead of sticking a pin in the phone. The air worked perfectly.