My 2008 300 has done that since day one every now and then. But for about 6 months I switched to the second key and it has not happened since. The first time it happened I was at dinner with my wife and son and came out and could not open the car. So I use the valet key and ended up trying to start the car and it worked. So I turned the car off and pressed the button and it works again, I was like WTF!!! So every time it happened I would just start the car and remove the key and it would work again, so Dunno whats up with the new keys but my second key does not do this.

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