Amsale's love of fashion began as a young girl growing up in Ethiopia. However, Amsale never considered becoming a designer: "In Ethiopia there were no fashion designers. I never knew that designing beautiful clothes was a profession to which one could aspire."
Amsale convinced her parents to allow her to leave Ethiopia in order to study commercial art in New England. While in school a revolution broke out in her native country, which forced Amsale to stay in the United States to support herself and complete her undergraduate education at University of Massachusetts - Boston through a number of odd-jobs. With limited financial resources, Amsale admits "I would design and sew my own clothes because I couldn't afford to buy new things. That's when I first thought of becoming a fashion designer."
Amsale left Boston, enrolled in New York's Fashion Institute of Technology and began her career as a design assistant for Harve Bernard upon graduation. Two years later, Amsale launched her custom bridal-gown business with her "forever modern" approach to sophisticated design.