Tech Intersect™ with Prof Tonya M. Evans

Tech Intersect #191: How Leaders Win in the Hyper-Digital Era with John Rossman

January 12, 2024 Tonya M. Evans Episode 191
Tech Intersect™ with Prof Tonya M. Evans
Tech Intersect #191: How Leaders Win in the Hyper-Digital Era with John Rossman
Show Notes Chapter Markers

85% of the organizations that are leading the transformations, growth concepts, and innovation programs that are necessary to stay on track with the digital era fail, or at the very least, fall behind. At a time when transformation and adaptation are more important than ever, that is a daunting statistic. Today’s guest recognized the struggle that so many leaders face in this hyper-digital era and set out to create a playbook to help these senior leaders feel confident in making the bold moves required to keep up with the times. This week, episode 191 of the Tech Intersect™ Podcast is about how leaders win in the hyper-digital era.


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As an executive coach, advisor, and founder of Rossman Partners, John Rossman is a trailblazer in digital transformation and leadership. He is renowned for his early role at Amazon where he was instrumental in launching the Amazon marketplace in 2002. John is also the best selling author of the books, The Amazon Way, Think Like Amazon, and more recently, Big Bet Leadership: Your Transformation Playbook for Winning in the Hyper-Digital Era that he co-authored with Kevin McCaffrey.  


Topics we cover include:

  • How his new book, Big Bet Leadership differs from his previous work. 
  • 3 habits that the most successful leaders have in enacting transformational change. 
  • Identifying customer frustrations and tailoring the messaging accordingly is critical for growth. 
  • The mega forces, beyond technology and AI that are requiring companies to make bigger, bolder moves to stay ahead. 
  • Using the principles of Big Bet Leadership in small to medium-sized organizations. 



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How to Win in the Hyper Digital Era with John Rossman
Leadership struggles with transformational changes due to high failure rates (85%) and lack of success in delivering business benefits.
Leaders must create clarity, maintain velocity, and accelerate risk and value validation to lead successful transformations.
(Cont.) Leaders must create clarity, maintain velocity, and accelerate risk and value validation to lead successful transformations.
Legacy leaders struggle to keep up with digital era demands, leading to missed opportunities and lost ground.
The importance of communication and storytelling skills for leaders, particularly in the context of change management.
Taking a "both/and" approach to competition and collaboration in a globalized society, with a focus on amplifying ambition through bold moves and de-risking strategies.