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Lia Winograd began their work experience in 2012 as a Business Analyst at McKinsey & Company, where they worked until 2015. Following that, they joined Conversocial as a Business Development Manager from 2015 to 2017. In 2017, they co-founded Pepper, a bra brand that celebrates the beauty of small busted bodies. Simultaneously, Lia pursued an MBA at NYU Stern School of Business from 2017 to 2019.

Lia Winograd completed their Master of Business Administration (MBA) degree from NYU Stern School of Business in the year 2019. Prior to that, they pursued their Bachelor's Degree in Economics and International Relations at Tufts University from 2008 to 2012.