Women in sports media are continuing to make strides, years after the first women entered the industry. Two trailblazers in the female sports media world are Lesley Visser and Melissa Ludtke. In everyday life, women have achieved equality in many ways, in part due to acts like Title IX. However, there are still reflections of inequality and discrimination of females in sports media today—discrimination is often directed at female athletes and female reporters. In this research, the moments discussed in each sports journalist’s section touch upon breaking barriers and the obstacles these women faced while being a trailblazing female in this industry. These women have faced bias, underrepresentation, and, at times, a hostile culture. Based on research and personal one-on-one interviews, I approach Visser and Ludtke in an exploration of their histories, where women in sports media stand today, and where women could be headed. Women have persevered in this male-dominated industry, but there are some who still feel that they don’t belong in this men’s club.