Practice, practice, practice. I have never had much luck with "sharpening systems". I have a whole drawer full of them to prove my try at experimentations. You name it, I have it.
The ones that work for me are: a big fat Arkansas hard in a wooden box, a can of Buck honing oil, a big fat extra fine diamond, and a length of leather with a stick of chalk.
Sometimes I use a piece of computer paper to strop the edge. The absolute best way to learn is to buy a straight razor. Shave your face untill one day it wont. Sharpen it untill you learn to make it cut. Its not only the angle, its the pressure on the stone.
Work on some cheap steak/kitchen knives before you go to work on your favorite blade. A good test is when you can cut a particularly funny Dilbert cartoon out of the morning paper to post at work on the bulletin board, your blade will make 4 cuts that allow you to lift the cartoon out of the background with no effort.
My three cents anyway (adjusted for inflation)