I have recently graduated college and had a fairly dramatic change of lifestyle.
Being that there is never enough time in the day, I used to go to great lengths to minimize my responsibilities and thus (theoretically) maximize the amount of free time I had. Part of this was due to naivety, and part of it was due to laziness.
In the last year or so, I have instead opted to create more time in each day by finding ways to increase my own productivity and spend less time doing unimportant things. I have used myriad sources to help me progress in this area, but perhaps the most beneficial of all of these things has been speaking with and learning from my new boss. He has offered invaluable advice for breaking bad habits and starting new ones, he has lent several books to me from his personal productivity library (a very impressive selection), including David Allen's Getting Things Done among others, and has in general inspired me with his desire to improve.
My question is this: How can I discuss the hurdles I am facing, the lack of progress I sometimes feel I have made, or simply my disappointment after a non-productive period with someone in this "supervisor" role?
I sometimes feel like I am unable to speak freely about my own difficulties with this process because of who I am talking to, and I am concerned I may be wasting some golden opportunities to progress.