I have tried multiple sharpening systems. As others have pointed out the best way to preserve the life of the chain is to sharpen them by hand. I have one of these:
I also have grinding wheel setups for my Dremel. If you sharpen the blade by hand, clean the air filter, make sure the bar oil is filled and always mix FRESH gas you should never have many problems.
Do you have an air compressor to clean out around the clutch and automatic oiler and air filter? This is very important in maintaining your saw. If the oiler gets plugged, the blade will bind. It can also effect the blade brake from engaging.