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I need to do what? Jiggle the plug like an old toaster?

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No, Tesla made a giant boo boo with the new plugs. All the newer cars are suffering from the same problem, the service center has instructions to polish the port to make it better. If you charge with the old EVSE, it will slide in nice. With the J1772 adapter, good luck. You will end up humping your chargeport for 10 minutes before you get anything
 
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