This is what has worked best for me, Raise the cutter enough to put the board in the planer (with it turned off). Lower it until it just touches the board. Remove the board, then lower the cutters 1/2 turn. put the board thru. Lower the cutter 1/2 turn then put the board thru with the SAME SIDE UP. and repeat till it has cut along the entire surface (might take a couple passes depending on the shape of the board). Then I turn the board and repeat. Once I get the board to where it has been surfaced pretty much all the way across the board, I start alternating ends and sides, flipping it after each cut, and lowering the cutter 1/2 turn each time thru.
This goes against what I was always taught, and that was to always flip after every cut from beginning to end, but this has given me better results.