Is it a Job?
Is it a Promotion?
Is it a Degree?
Find a mentor — someone who is doing what you want to do — and ask about degrees, certifications, and specific classes.
Who is there to help you reach your goal? Spouse? Family? Friends? Colleagues? Know whom you can count on for encouragement along the way.
Plan for possible challenges. Child care? Deployments? Work? PCS’ing?
Figure out how many hours each week you can devote to school. Include travel time, homework, and studying for exams.