Sumit Singh

CEO, Chewy, Inc.

Sumit Singh is the CEO of Chewy, Inc. (NYSE: CHWY), a role he has held since March 2018, and serves on Chewy’s Board of Directors. He led the company through its IPO in 2019, raising over $1 billion in the process, and took the business international in 2023. Singh has subsequently been named to notable lists that include the South Florida Business Journal’s Power Leaders 250, Comparably’s “Best CEOs for Women 2023,” NRF Foundation’s “List of People Shaping Retail’s Future 2022,” Youngest CEOs of the Fortune 500 in 2022, “GOLD HOUSE A100 2021” honoring the most impactful Asians, Asian Americans & Pacific Islanders in culture, and the 2020 “Bloomberg 50.”

Singh was inducted into the Academy of Distinguished Alumni for outstanding achievement by the University of Texas (UT) at Austin (2019). In 2022, Singh joined the Board of Directors of Booking Holdings, the world’s leading provider of online travel and related services. A prominent public speaker, Singh has delivered keynotes to prestigious forums that include Shoptalk, National Retail Federation (NRF), CNBC Evolve, and most recently, the alumni commencement speech at the University of Chicago Booth School of Business graduation.

Under Singh’s leadership and tenure, Chewy is delivering transformative growth, a clear and steady path to sustainable profitability, and has earned global recognition and honors as a leading innovative brand. The company has grown to $11 billion in 2023, more than tripling in size since 2018. A Fortune 500 company, Chewy has been named the top overall brand on the Forrester US Customer Experience Index for the past four consecutive years (2021-2024).

Chewy continues to earn recognition for its reputation among consumers, workplace culture, executive leadership, creative marketing, and local initiatives. Recent accolades include a “2024 World’s Most Admired Company” designation by Fortune; ranking in the top 50 of Forbes “2024 Best Brands for Social Impact;” Newsweek’s recognitions for “Most Trustworthy Companies in America 2024,” “America’s Best Customer Service” for the past five consecutive years (2019-2023) and “America’s Greatest Workplaces 2023;” being named a ”2023 Brand that Matters” by Fast Company; and Comparably’s top ranking for Best Company Outlook 2023.

Prior to joining Chewy, Singh held senior leadership roles at Amazon and Dell. He has over 20 years of global leadership experience that spans e-commerce, technology, retail, and logistics. He holds a master’s in engineering from UT Austin and an MBA from the University of Chicago, Booth School of Business. When not at Chewy, Singh enjoys spending time with his family and Shih Tzu named D.

Questions Addressed:

  • Across the industry, AI is transforming customer journeys and operational efficiency. How do you see AI shaping the future of eCommerce, and what should brand’s focus on to stay ahead?
  • Across the industry, AI is transforming customer journeys and operational efficiency. How do you see AI shaping the future of eCommerce, and what should brand’s focus on to stay ahead?
  • Your career spans Amazon, Dell, and Chewy, driving eCommerce transformations. What leadership lessons have had the greatest impact on Chewy’s success, and what advice would you offer aspiring eCommerce leaders?
  • Looking ahead, what do you see as the biggest opportunities and challenges for eCommerce in the next 5-10 years?
  • Chewy serves diverse pet owners, from cat and dog parents to farm animal enthusiasts. How does Chewy tailor its approach to meet the unique needs of these customer segments?
  • How has Chewy implemented AI to enhance customer experiences and operational efficiency? What lessons can other brands learn from these innovations?
  • Sustainability is a growing priority for eCommerce. How is Chewy tackling challenges like packaging waste and eco-friendly logistics?