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Upload and programming a Leonardo board fails #287
I'm not sure if this has been specifically tested, but on OS X, you cannot successfully program/upload to a Leonardo Arduino board. The board works fine with the Arduino IDE, but fails every time using Platformio!
The first issue is that it doesn't sequence the port detection correctly/simply (like Arduino IDE) but you can mostly get around that (by timing the reset of the board to have the port show up and then execute the upload command, but it is very hard and painful).
The second issue is that it fails checksum for some unknown reason.