Mad Men graced the televisions and touched the hearts of millions of viewers when it aired in 2007. Starring Jon Hamm and boasting a cast of both familiar and new faces, the show depicts the captivating day-to-day of Sterling Cooper Draper Pryce, a fictional advertising agency in 1960s Manhattan. The characters range from the high-powered, charming, and womanizing Don Draper; to the many women that make the successful agency tick. Critics have hailed the series for its largely accurate depiction of an exploding advertising industry and for its portrayal of this slice of society. As the title might suggest, the men of Mad Men are paramount to the plot yet the women on the show play equally pivotal roles. The many women of Mad Men have bestowed upon me pearls of wisdom as precious as those neatly strung around their necks. These pearls transcend time, reminding me that heartbreak and insecurity aren’t generation-specific hardships and that confidence is a timeless accessory.