DeWalt #733 thickness planer, when the wood gets to the cutter head it is grabbed and turned at a skewed angle, there is also chip-out on the left side of the boards.

Either the blades are incorrectly installed causing the head to jam or the safety cover is not installed properly - there is a safety mechanism that locks the cutter head when the cover is removed.

Is it cold in your shop? The rollers won't work if they're cold because the rubber gets stiff. Clean your rollers also with mineral spirits. Hope that helps.

These portable planers have a not-negligible amount of flex to them, and you will probably remove a bit of wood even if you run the board through a second time on the same side. But try this to determine if you would want to try to reset the blade height---- run two narrow pieces simultaneously on the left and right. Check the thickness before and after with calipers or something precise. Then switch the two boards and run them again without changing the setting. If it is only cutting on one side, and the thickness was significantly different before the second run, then you might want to adjust the blades in the cutter-head.
Good luck.

Common problem. As long as the chip/dust doesn't impede the dust collection or interfere with anything else, it's normal, and to be expected.

You can get the manual on the link below. Look to the rigt of the picture to get the manual.

http://servicenet.dewalt.com/Products/Detail/DW735

Disconnect the planer's power cord, then use the T-wrench that comes with the planer to remove the four screws that secure the top of the planer. Lift the top to remove it from the planer.
Remove the three wing nuts holding the dust cover over the cutter head. Rotate the dust cover up to unlock it from the fan housing, then push the cover to the left to disconnect it. Remove the dust cover from the planer to expose the cutter head.
Rotate the cutter head with a piece of scrap wood until the lock on the side of the cutter head engages. All eight screws in the cutter head clamp should now be visible. Remove the screws using the T-wrench, then turn the T-wrench upside down and use the magnet in the head of the T-wrench to grab the clamp. Remove the clamp to expose the knife underneath. Use the magnet to remove the knife.
Rotate the cutter head with a piece of scrap wood until the lock on the side of the cutter head engages. All eight screws in the cutter head clamp should now be visible. Remove the screws using the T-wrench, then turn the T-wrench upside down and use the magnet in the head of the T-wrench to grab the clamp. Remove the clamp to expose the knife underneath. Use the magnet to remove the knife.
Press down on the cutter head lock to free the cutter head. Use some scrap wood to turn the cutter head for access to the remaining two knives. Follow the instructions in Steps 3 and 4 to remove and replace those knives.
Press down on the cutter head lock to free the cutter head. Use some scrap wood to turn the cutter head for access to the remaining two knives. Follow the instructions in Steps 3 and 4 to remove and replace those knives.

Do you have the blade set gauge that came with the planer? It is a little metal thing that looks like a bottle opener with 3 feet on it? Anyway, you need one, you can buy one at the Dewalt web site or where you got the planer. What it does is set the knives all to the same depth, every time, you can't miss. It rides on the drum, with the blades on the leveling screws, and a wrench in one of them, the jib in place, just snug, not tight, you lift each end of the knife up to just touch the gauge, then snug it up, move to the other end, and do the same thing, then to the middle, then back to make sure it is still on it's mark, If it comes up too far, and grabs the gauge, knock it down with a piece of wood, then move to the next knife, get them set all the same, then torque the jib screws up real tight. Give it a try. Hope this helps.

It sounds like your blade holder assy has become misaligned on the blade drive shaft. Try if you can to use a straight edge on 2 planes 90 deg apart and see if there are any gaps in either of the srtaight edges. I suspect that the blade drive holder has become slightly dislodged from the drive collar on one end allowing the blade drive to tilt on the drive shaft. I had the same thing happen on another brand named Planer and it was a matter of reseating the collar to cure the stripes. Sure took a long time to sort out. Good Luck.

SOUNDS LIKE YOU MAY NEED TO AJUST THE BLADES TO MAKE THEM SHORT .