Penelope Trunk is the CEO of Brazen Careerist, a career management tool for next-generation professionals. This is her third startup. Each company Penelope built was focused on a community. Her own career path has had twists and turns and in a world where straight, safe career paths are nowhere to be had, Penelope appreciates the power of managing oneself through community. She explains why old advice - like pay your dues, climb the ladder, and don't have gaps in your resume - is outdated and irrelevant in today's workplace. She has a reputation for giving advice that is counterintuitive but effective, like take long lunches, ignore people who steal your ideas, and stop vying for a promotion. She is dedicated to helping people find success at the intersection of work and life, because that's what she wants for herself. She thinks of career advice as a group effort. And she launched her company, Brazen Careerist, to create a large-scale community for young people manage their careers for the new millennium.