When I worked as my own coach during my neo-pro season of 2011, I had to have objective AND subjective discussions with myself. I found the best way to plan and complete my race season preparations was to sit down for 1-2 days at the beginning of each month to objectively analyze my previous training and establish goals and protocols for the coming weeks. If I wrote it down, I would do it! Those were 1-2 days of stress! Then come a training day, I would revert to the subjective rider, how do I feel? Am I motivated? Recovered? If not, I will modify the plan slightly, but not totally toss it aside. This way I could take solace during my rest days and satisfaction after completing my hardest.
So how does a coach keep it all in order? Coaches should build checklists! And for that matter, so should teachers! There was a great piece by Dan Coyle (one of my favorite authors) recently discussing this. Plus, with checklists that bred a means to an end, what can instill an atmosphere between the client/student and the coach/teacher that fosters communication, trust and eventually creativity! Building a lifetime appreciation for learning either through athletic pursuits or artistic journeys.