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September 1, 2025 48 mins

This week, we met Kyle Gustafson, civil engineer by training, digital commerce expert by career. From scaling office supply giants to building businesses at Amazon, Kyle reflects on what digital transformation really takes and why WIFM – “What’s in it for me?” – is the key to adoption and growth.


Highlights

00:00 – Introduction: Meet Kyle Gustafson & His Career Path

02:00 – Lessons from Office Depot, Staples, and OfficeMax

04:00 – Building Private Brands and Supply Chains at Amazon

06:35 – Transformation Mindset: Thinking 20 Years Ahead

11:35  – Why Companies Call for Help: Common Consulting Triggers

17:40 – Defining eCommerce: Where’s the line? 

21:33 – Why Digital Transformation Never Really Ends

28:40 – Tech Adoption and the Power of WIFM

34:10 – The Alexa Microwave Story: When Customer Value Isn’t There

39:23 – Leadership Lessons from Mentor Ron Lala

45:10 – Book Recommendations & Closing Thoughts


Resources Mentioned


  • Viktor Frankl – Man’s Search for Meaning
  • Malcolm Gladwell – The Revenge of the Tipping Point
  • Paul Leonardi and Tsedal Neeley – The Digital Mindset: What It Really Takes to Thrive in the Age of Data, Algorithms, and AI
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