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What is the most important thing to do before backing under a trailer?

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Make sure the fifth wheel is properly aligned with the trailer kingpin
Check all tires for proper inflation
Release the landing gear completely
Apply the tractor's service brakes before backing
Why: Before backing under a trailer, the kingpin/fifth wheel must be properly aligned with the trailer's kingpin. Also check that the landing gear is down, the trailer brakes are applied, and the vehicle is lined up straight. A misaligned coupling can cause the fifth wheel to close on the side of the kingpin, which is an unsafe connection.

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