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What should the user try first if a user is having a problem pairing Bluetooth headphones with his mobile device?

A Ensure that Bluetooth is turned “on” on the device.

The first step in troubleshooting Bluetooth connectivity difficulties is to make sure that the device in question has Bluetooth switched on. If it's turned on, switching it off and on might sometimes assist. Rebooting is a step that should be done later in the troubleshooting process.