JVN's Quick Lesson on Making Your Pockets CNC Machinable:
Step 1 - Put a .0625"R, .125"R, or .1875"R Fillet in the corner of all your pockets.
Step 2 - Done.
It is impossibly to cut sharp corners. In the corner of each of your pockets, there needs to be a radius of at LEAST the radius of your cutter.
(If you are using a 1/4" dia end-mill, you need a 1/8" Radius in each corner... If you are using a waterjet with a minimum radius of .02", you need to put that in each corner.)
I would throw down a 1/8" Radius, so it can be cut with a 1/4" Mill.
But then again... I usually just ask my machinists what they want to use, then throw that in there. (I am a sub-par machinist at best.)
Since everyone seems to be picking on your "square holes" you might as well fix this, and get 'em all to shut up!
Remember Design Principle #1138 - "Design for Manufacture"
Keep going Ary.
-John