This is actually a very good question, and I've found even the best connectors fail over time.
- Select one that reduces stress on the plug. So, for example, if you're at all like me, surfing your phone or tablet at 2:37 AM with it propped up on your chest with the charging cord poking out the bottom, a straight end plug is going to stress the connector and break:
An L shaped or right angle connector in that same scenario won't stress the cable as much and should last a lot longer:
https://i.ebayimg.com/images/g/hccAAOSw7pNi3-qB/s-l1600.jpg
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I found having a fabric wrapped cord to be more reliable than a bare cord but that's just me.
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When it comes to fast charging, yes, you need a capable cord, but you need a proper outlet. Having a crappy cord on a good outlet is just as bad as having a good cord on a crappy outlet. Weakest link.