My situation: I am second-in-command of a team of employees with some very unusual job skills. I am treated with respect and well-paid and really have no complaints about my job at all. Over the last decade my boss has sent me on some expensive and hard-to-get courses to support some very specialized computer software. At a recent course I met privately with the instructor and expressed interest in possibly coming aboard as a trainer some time in the future. I was encouraged to apply should a position ever open-up. A month ago one did (first time in years) and I sent in a resume. Today they called and scheduled an interview. My worry: I have not yet told my boss that I've applied for another job. I hope my boss will be supportive, however my leaving will put them in a difficult situation because nobody else has my specific skill-set maintaining this equipment and it will take my replacement years to get. There is also the very distinct possibility that my boss has applied for the same instructing job -- and I have no idea what they will say/do if I am their "competition". Your question: Do I tell my boss that I am a finalist for the training job and I might be resigning in January, giving them time to figure-out what to do if it happens? Or do I shut up until I'm actually offered the job and then catch them totally off-guard and send my current employer into a panic? HELP!!!