The past couple of years have marked monumental milestones for women pursuing leadership positions. It was the first time in American history a woman was nominated for presidency by a major party. While Hillary Clinton narrowly missed that opportunity, Ethiopia, Estonia and Taiwan elected their first female presidents and major cities, such as Tokyo and Rome, elected their first female mayors. Yet despite these advancements, women still lack presence in executive positions. This begs the question: how does the glass ceiling remain undamaged under the heavy pressure of women fighting against it?