Check wiring on trailer
How do i fix this problem
Check your ground. When weird gremlins happened that is often the case. Also it is absolutely essential when diagnosing trailer light issues to have a circuit tester (inexpensive voltmeter/ohmmeter from RadioShack) to check for current or shorts along the system.
If everything works when trailer is not connected it's gotta be in the truck plug or trailer
sounds like a ground was lost in the left trailer light
they do sell trailer wiring simulators (about 20 bucks) you plug em in the truck and it simulates trailer lights with little led's on it
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