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Samantha O'Brien's work experience includes a role as Head of Women's Design at Pact since March 2023. Prior to that, they worked as a Freelance Womenswear Designer at Pact from October 2021 to April 2023. Before joining Pact, Samantha spent a significant portion of their career at Abercrombie & Fitch Co. Samantha held various senior designer positions, including Senior Designer for Women's Outerwear, Accessories & Footwear from March 2015 to August 2021. Samantha also worked as a Senior Designer for abercrombie girls Outerwear, Sleep, Swim, Accessories & Footwear and as a Senior Designer for Hollister Co. Girls Outerwear. Samantha's earlier roles at Abercrombie & Fitch Co. include Designer for Womens & Girls Woven Bottoms and Skirts and Associate Designer for Hollister Co. Girls Woven Tops and Dresses. Additionally, they had a design intern position at Rhuel 925 Womens Knit Tops. Prior to their time at Abercrombie & Fitch Co., Samantha worked as an Assistant Stylist at South Magazine from June 2006 to September 2007, where they assisted the lead stylist on shoots, collaborated with local vendors, and attended PR and Marketing events.

Samantha O'Brien attended the Savannah College of Art and Design from 2004 to 2008, where they obtained their Bachelor of Fine Arts degree with a focus on Fashion/Apparel Design.