Why You Need to Always Be Questioning Yourself We should always be asking: Why am I doing this? And can I do it better?

I want to tell you about the time I admitted I didn't know what I was doing. When I realized I wasn't the right man for the job, and I started asking uncomfortable questions about my role here at Entrepreneur -- questions my peers might scold me for asking. And then I looked to an unlikely ally for help.

Related: 3 Questions That You Should Regularly Ask Yourself That Can Transform Your Life

It all started when I asked, Am I doing something simply because that's the way it's always been done? This is, after all, the question all entrepreneurs ask themselves. I write about it all the time. But in practice, asking this question isn't easy. It requires us to look critically at things we may not have realized were broken, like wandering through a mansion to examine every floorboard. It is, frankly, an exhausting question to ask. It's hard to even know where to start. And once you find something to improve, it's not always clear how to fix it.