Executive Bio:

Oscar Castro is a senior executive with a track record of leading digital transformations at Fortune 500 retail companies. He started his career in accounting and financial management, then pivoted to digital business leadership. He has served as General Manager (“GM”) of several digital businesses over the past 12+ years, driving business transformation and profitable growth. He has developed multi-year strategic roadmaps, built digital teams, launched new businesses and driven significant growth at companies including Sears/Kmart, Big Lots, 1-800-FLOWERS.com and Dollar Tree.

As Sr. Vice President, Digital & eCommerce at Dollar Tree Inc., Oscar was responsible for leading the digital transformation for Dollar Tree and Family Dollar. Since joining the company in 2020, Oscar built an enterprise digital organization, overhauled digital marketing and improved the customer experience, resulting in high double-digit revenue growth. He also served on the company’s DEI Executive Council since its inception in 2020.

Prior to Dollar Tree, Oscar was Sr. Vice President of eCommerce at Pier1. He joined to help the company through a chapter 11 restructuring, during the COVID-19 pandemic. Ultimately, the company was liquidated due to cashflow constraints.

Prior to Pier1, Oscar was Vice President, E-Commerce at Harry & David (a 1-800-FLOWERS.COM brand), where he accelerated the company’s digital transformation. While there, Oscar led efforts to improve the online shopping experience, drive profitable marketing growth and improve e-commerce business operations. This resulted in consistent double-digit growth for more than 3 years. He also served on the company’s DEI Advisory Committee, focusing on attracting and developing diverse talent.

Before that, Oscar was Vice President, eCommerce at Big Lots. In that role, he developed a strategic omnichannel roadmap, built the digital team, and led the launch of Big Lots’ e-commerce business. He was also responsible for enterprise customer service, where we introduced voice of customer measurement and optimized training and staffing.

Oscar also served as Divisional Vice President, eCommerce for Sears Holdings. In that position he led omnichannel integration efforts between www.sears.com and www.kmart.com and approximately 2,000 stores (>$1.5 Billion revenue). Additionally, he led several online businesses including International eCommerce, Home Services, B2B and DIY Parts. Oscar served as ecommerce Business Unit CFO prior to assuming general manager responsibilities. Oscar also served as President of the Latino Resource Group, a resource group focused on development and community outreach for Hispanic associates.

Earlier in his career, Oscar held financial roles at several Fortune 500 organizations including ServiceMaster, MetLife and CNA Financial. Oscar earned an MBA from Dominican University and a Bachelor’s degree in Business Administration from St. Xavier University.