Artist and filmmaker Hilary Hess describes her journey from doing social media at a public television station to directing a PBS digital series, becoming the videographer for Bernie Sanders and working with Melinda Gates. She created her own opportunities and intensely focused on what she was passionate about rather than the limitations she or others may have perceived about her. Maggie, Emily and Hilary discuss the difficult questions and “catch 22s” that women often face in terms of how they choose to show up and lead in historically white male dominated work cultures.