Judith co-founded the Harvard Coaching Institute as well as her own consulting and coaching firms -- Benchmark Communications and Creating WE -- through which she has worked with companies such as Apple, Burberry, and Donna Karan. She's written seven books. She's on several boards.

Yet she's almost counter-cultural in her way of going against the mainstream grain when it holds her or her clients back.

Yet she's friendly and approachable. Our conversation was friendly and behind-the scenes.