1963 saw the birth of Jacobs and he decided that his idea of fun was to be a designer in the elementary school itself. She learned to knit her grandmother's knees and her embroidered jeans with the help of her sister at an early age. He credits his grandmother as the most influential person in his life. Jacobs began at the age of 15 when he took a job as a repository at Charivari, a fashion boutique in New York where he met Perry Ellis, who quickly became Jacobs's idea of "cool." It was Perry's long hair, the lack of a demand on her dress list and her wide range of funky clothes that gave Jacobs much hope for the future. He published his graduation from the College of Art and Design in 1981, Jacobs followed the advice of Perry Ellis gave him to join the Parsons School of Art and Design in New York. 1994 saw him win the Perry Ellis Golden Thimble Award and went to Parsons, who designed a small collection of hand-woven sweaters from the Charivari boutique.
Prior to 1994, Jacobs became vice president of women's clothing for Perry Ellis. It was here where his grunge collection, but infamous time was launched and was given the green signal for fashion fans from Kal Ruttenstein, head of marketing at Bloomingdales, to USA. the publisher of Vogue Anna Wintour. That collection was described by Jacobs as his best but in which he could put in a real-time, visual color and pattern of confrontation and noise that best describes the music. Despite being labeled as too radical and having been fired from Perry Ellis, Jacobs ended up winning the Designer of the Year Women's Award from the Council of Fashion Designers of America.
In 1994 Jacobs and his business partner, Robert Duffy, launched their very anticipated line of the same name for the first time on their 31st birthday on the catwalk. It was a doomsday, when top models like Naomi Campbell and Linda Evangelista walked the ramp for free to show their support for their friend. The entire collection spoke of Jacobs' visual idea in post grunge glamor. It is characterized by a classic European take on silhouette, color and texture.