Planning your career is a bit like planning a relationship: hard to do and not always advisable. When looking back over a career, most people describe an organic process of personal growth and openness to opportunity. The world of work is constantly evolving, making it difficult to predict how your career will change over time. Additionally, your needs and interests will change over time so a career that sounds good right now, may not be a good match in the future.
Because there is so much that is unknown, it is difficult to make a long term plan. Short term planning however is easier, and so long as you regularly reflect on your goals, it is possible to ensure that you moving in a direction that will continue to meet your needs and interests.
Below is a timeline for postdocs that will help to guide you on how to plan your career while you are at Yale: