According to the U.S. Department of Labor, women surpass men in higher education and hold more than one half of management and professional positions, yet they struggle more than men when climbing the corporate ladder, as shown in a recent Catalyst census among top Fortune 500 companies. The census shows that the growth in the percentage of corporate officer positions held by women has dropped during the past 3 years, suggesting that the original surge in growth could have been corporate tokenism. The troubling aspect of the dramatic decline, especially when significant growth was predicted and expected, brings difficult questions to light for those interested in women's leadership. Have women reached a cultural apogee—the highest point at which something rises to its potential and then begins to fall? Have women been socialized to fail in the masculine organizational culture? Are women creating their own glass ceilings—has it all just been too much and many women are no longer willing to pay the price of home, families, and relationships to earn the approximate 0.725% of what men make for the same position? This study was pursued to investigate the psychosocial conditioning of women as it relates to the progression of women striving to attain management and leadership positions.