Flexibility

If you put a great deal of value on having a clear idea of where your boundaries lie, and feel very uncomfortable in situations that lack definition and clear expectations, we would recommend that you spend time working on your ability to be more flexible and adaptable.
A good article for you to read, called “When to Trust Your Gut,” by Alden Hayashi, can be found in the Harvard Business Review (Feb. 2001). After reading the article, you should try to identify those areas of work where you can practice a different approach relative to decision-making. You may find it beneficial to practice techniques mentioned in the article and record your experiences in a journal that you maintain for this purpose. Ultimately, you should be striving to be less “data dependent” and more able to make quicker judgments, particularly in those situations where objective information is not as clearly defined as you would prefer.
You should make more of an effort to trust your instinct rather than always taking the same long path. If you are moving into a new job or role, this is a good opportunity to let go of old ways of doing things and consider different approaches that you would otherwise be quick to dismiss. Make an effort to spend the next six months mentally learning about this business, but also looking for opportunities to make significant changes in how you do things. As an exercise, you should look for three significant ways in which you can change your work style over the next six months.
With the help of your boss, identify some projects that have minimal “definition” or those that would require you to take ill-defined concepts to greater clarity and execution. Make a deliberate effort to explore how your orientation impacts your ability to handle ambiguity, make use of intuition (particularly, in situations where hard data is limited) and establish priorities. Keeping a journal to address these issues would be well worth the effort. Ask yourself about how you felt in dealing with these issues and note what you did to overcome them.