QUESTIONS THAT WORK WHEN:
Looking for a Job
Do you have any questions for my answers?
You have to keep asking about the future. Chances are you will not retire at the job you have now. It is always wise to begin looking for the next job while with your current employer. This is when you have the most leverage in a search (and, correspondingly, the most confidence asking questions). It may seem that I am suggesting too many questions. The reality of your next job decision is that you do not just pick a job; you pick a boss. Discovering the qualities of a boss requires an extra level of inquiry.
Whatever the company you are applying to, you will want the job to offer you adequate authority, the funding necessary to do the job, the needed productive capacity, enough time to do the job, the right people to help you, and management commitment to your success. I believe you should also seek a questioning culture where your spirit for inquiry and independent thinking will be appreciated. You are seeking a strategic partner in your success.
If you restrict your knowledge about a potential employer to the company's general reputation, you'll be missing one of the richest sources of information, the employees of the company itself. Those workers provide the real-world, in-the-trenches view of the workplace. In a world where you can choose between established companies, start-ups, or venturing out on your own, such questions are critical to picking the path that best suits you.