It turns out that the actual folder for the log file does not exist.
When viewing in Console.app, filtering on CoreSimulator, I saw this: 3/15/15 9: 50: 52.840 AM iOS Simulator [7291]: Opening Error / Users // Library / Logs / CoreSimulator / iOS Simulator.log
When I went to the Logs directory, CoreSimulator was not there, so I: sudo mkdir CoreSimulator sudo chown: employees of CoreSimulator touch CoreSimulator / iOS \ Simulator.log
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