unSILOed with Greg LaBlanc

562. Decoding Digital Transformation Then and Now feat. David Rogers

Jul 4, 2025
David Rogers, an instructor at Columbia Business School and founder of David Rogers Group, dives into the nuances of digital transformation. He reveals that it's more about strategic imagination than just technology. The conversation touches on common pitfalls businesses face, such as cognitive blind spots and outdated management models. Rogers emphasizes the importance of storytelling in leadership and how innovative practices can foster cultural change. Finally, he discusses the evolving role of IT, advocating for it to be viewed as a strategic partner in organizations.
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INSIGHT

Digital Transformation Is Contextual

  • Digital transformation is about adapting organizations to thrive in a digital context, not just adding technology.
  • The defining trait of the digital era is accelerating change and uncertainty organizations must manage.
INSIGHT

High Failure Rate Persists

  • Despite many available books and insights, 70% of digital transformations fail to meet expectations.
  • This failure rate indicates ongoing challenges and opportunities to learn from successful transformations.
ADVICE

Create a Clear Shared Vision

  • Establish a shared vision with clear digital transformation meaning tailored to the company.
  • Align on strategic priorities, business theories, and the impact sought to ensure organizational clarity.
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