EPISODE 7

From Supply Chain to Storefront: Modernizing Retail Tech

Insights from Debesh Khattoi, CIO at National Co+op Grocers

Haricharan Mylaraiah
Haricharan Mylaraiah
Debesh
Debesh Khattoi
Haricharan Mylaraiah
Haricharan Mylaraiah
Debesh
Debesh Khattoi
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Chapters

  • 00:00 Introduction to Debesh Khattoi
  • 02:20 Early Career Influences on Leadership Style
  • 09:29 Defining Customer Loyalty in the Digital Age
  • 13:03 Designing Engaging Omnichannel Experiences
  • 18:36 Overcoming Technological Challenges in E-commerce
  • 24:54 Current Trends in Technology and AI
  • 26:05 Motivation Behind Transitioning to a New Role
  • 31:54 Influencing Change in a Heterogeneous Environment
  • 34:15 Implementing IT Strategy at UT Austin
  • 35:57 Understanding Agile Methodologies and Their Pitfalls
  • 40:25 The Importance of Trust in Data Analytics
  • 45:15Strategic Investment Prioritization in Technology
  • 49:52 The Influence of Personal Interests on Leadership
  • 54:17 Emerging Technologies in Retail and Supply Chain
  • 58:16 Key Insights from a Career in Technology
  • 01:03:09 The Importance of Balance in Life and Work

In this episode, we hosted Debesh Khattoi, CIO at National Co+op Grocers and a seasoned technology executive with over two decades of experience transforming the customer experience landscape for major retailers and enterprises. From implementing AI-driven personalization at Finish Line to modernizing ERP and supply chain systems at The Container Store and Target, Debesh shares an inspiring journey of innovation, leadership, and real-world problem-solving. 

Discover how early lessons in human connection shaped his leadership style, why cross-functional collaboration is essential for digital success, and how he’s now driving transformation in the purpose-driven world of organic and cooperative retail. 

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Debesh Khattoi

Debesh Khattoi, CIO at National Co+op Grocers, is a seasoned technology executive with over two decades of experience delivering data-driven, omni-channel customer and associate experiences across major retailers and enterprises. From implementing AI-powered personalization at Finish Line to modernizing ERP and supply chain systems at The Container Store and Target, he’s led teams from 30 to 300 and managed investments up to $20 million.  

Known for blending deep technical expertise with business acumen, Debesh leads with a people-first mindset, driving transformation with empathy, creativity, and purpose. Outside the boardroom, he’s a family man, golfer, fitness enthusiast, and passionate advocate for meaningful, purpose-driven work. 

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Debesh

Key Takeaways

Lead with empathy to solve real business problems, not just deploy technology.

Direct human connection across teams is the fastest way to break down silos.

Customer loyalty depends on great products and seamless purchase experiences.

Gamification can turn high-demand product launches into smooth digital events.

Creative architectural solutions often beat expensive technology upgrades.

Building trust in data is essential for driving meaningful business decisions.

Change management, not just technology, drives successful transformations.

Agile only works with clear planning, discipline, and engaged leadership.

Fitness and personal hobbies create space for mental clarity and resilience.

Purpose-driven work in cooperatives delivers deep, holistic business impact.

Top Quotes from the Conversation

01

Agile doesn't mean no planning.

02

Trust on the data is often overlooked.

03

Control your mindshare for a fulfilling life.

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