Make sure all the shrouds are free and clear and the turnbuckle length is properly set. Have one person on deck keep the mast centered and crank the mast into a raised position. Secure the forestay with the pin and cotter key. Leave enough slack in the line so that the slider bar can be extended without restriction. You'll use this line later to pull the winch strap up when the roller is out of reach.
Serious injury can result when raising and lowering.
Shackle the jib halyard to the end of the trailer winch strap, at the base of the mast, pull the slack out of the halyard and carefully secure the end to the cleat on the mast. Disconnect the strap and jib halyard. Rewind the strap onto the winch keeping enough tension on the strap to ensure there is no slack on the drum when it is reconnected to the boat.