Learning to stretch outside your comfort zone is critical for learning and growing, advancing in your job and career, and achieving your personal and professional goals. But is it always the case that you need to step outside your comfort zone to be successful? Are there situations when it makes sense to stay right where you are? Having spoken with people from a range of occupations about this exact topic over the past year, my resounding answer is yes. There are times when you actually don’t need to give the speech, make the point, or take the chance. But to figure that out, it’s important to ask yourself a series of questions to assess whether staying inside your comfort zone is sensible or just a rationalization.