Media and entrepreneur support organizations glorify empire building entrepreneurs, reflecting a world-view of older generations. Research on nascent entrepreneurs reveals that few of them are building organizations that fit the old ideal. Instead, their priorities and the stories they are creating better reflect the career view of the generation now entering the workforce (Generation Y). When asked about future organizational success, the 187 nascent entrepreneurs in this study focused on relationships, integrity and lifestyle. This paper explores which types of entrepreneurs may be held up as exemplary as the Baby Boomers leave positions of power and Generation Y enters the workforce: What the stories may be, and what impact this may have on education, economy, families, and public policy.