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Richard Barry has extensive work experience in the retail industry. Richard is currently the Chief Executive Officer of Round 2. Prior to this, they founded and worked as the Principal Consultant at Differenti8Advisors, where they provided strategic advice to clients in the retail, toy, baby, entertainment, and licensing space. Before founding Differenti8Advisors, Richard served as the CEO Emeritus and later as the President & Chief Executive Officer of Tru Kids Brands, where they led the startup of the company and managed a team of 100 employees. Richard also worked as a Senior Transition Executive at Toys R Us, Geoffrey LLC, where they were involved in the wind down and disposition of assets of Toys R Us. Richard started their career at Toys R Us UK, where they held various roles and helped establish the company as a successful subsidiary in the market. Throughout their career, Richard has demonstrated strong leadership skills and a track record of delivering financial targets and developing successful consumer brands.

Richard Barry attended Kingston College from 1985 to 1986, where they pursued a BSC Equivalent degree in Analytical Chemistry. However, they did not complete the degree. There is no available information about their education before or after their time at Kingston College, except that they may have attended Saint Illtyds College in Cardiff at some point, although no details regarding degree or field of study are provided.