I think that is quite a simple one.
It is probably a question of the angle you are sharpening at. The shallower an angle you sharpen at the thinner the wedge the blade becomes and the "sharper" it is, great for cutting tomatoes, but it is also weaker and will chip or "edge roll" more easily. Edge roll is where the edge is thin and when you do some heavy work like carving a bit of wood a length of the edge folds over to one side.
If you raise the angle you sharpen at next time you will produce a stronger edge. The trick is to get the narrowest finest bevel you can get away with for the work you do whilst still keeping good edge retention. Normally I would say around 25-30 degrees..that is 12.5-15 degrees each side would be the area depending on what you do with it.