I think one way Skedpal helps me with this is if I decide, based on intuition, that an important, but not urgent task deserves my attention I would follow that path, despite what Skedpal is telling me. But I can rest assured that once I am done I can hit the Update button and Skedpal will rearrange my schedule to accommodate all of the upcoming deadlines and priorities.
So I often see it as less a tool that delivers me non-negotiable marching orders, but one that enables me to get "back on track" quickly after I meander (intentionally or not). Any tool that did not enable my creativity, reflection, and noodling would not last long in my toolkit.