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The 5-O:  Difficulty [3/10]  Also see (50-50, Manual)

1.  Approach the object as if you were going to 50-50 it.

2.  Ollie and land with your rear truck on the object sliding it in a tail manual.

3.  You can cheat it by dragging your tail on a waxed surface, it slows down your grind and could cause you to slip out easier.