This article examines the persisting obstacles American women face in the workforce, for example, gender bias and gender stereotyping. These microaggressive behaviors create obstacles for women in the workplace environment as with the glass ceiling and the broken rung. A historical timeline of impactful events affecting women’s rights and milestones is provided. Moreover, the glass ceiling and broken rung are compared. In addition, the microaggressive behaviors of gender bias and gender stereotyping are examined. Lastly, remedies to alleviate microaggressive behaviors and negative obstacles for American women in the workplace have been provided. Examples of these remedies include companies creating gender-diverse organizational cultures, being committed to hiring and promoting women for managerial leadership positions, challenging existing corporate identities, implementing positive discrimination practices, and being held to diversity transparency. (PsycInfo Database Record (c) 2021 APA, all rights reserved)