Why Most Digital Transformations Fail Before They Start

Welcome to part one of a powerful two-part mini-series where Jay Tikam breaks down why so many digital transformations fail—not at the end, but right at the beginning. 

We dive into the paradox of choice facing modern CEOs: with countless digital options on the table, how do you choose the right path? Jay reveals how the real problem often isn’t lack of leadership or resistance to change—but misdirection. 

This episode also features a stunning real-world case study: Goldman Sachs’ bold move into digital consumer banking and why it ended in multi-billion dollar losses, despite flawless execution. 

 

🔑 What You’ll Learn: 

• Why buzzwords like “leadership buy-in” and “digital-first mindset” oversimplify complex transformation failures 
• How too many digital options create confusion, not clarity 
• The four transformation routes CEOs typically consider: 
• Strategy & Innovation 
• Foundational Tech & Infrastructure 
• Automation & AI 
• Customer Experience 
• The 3 common traps organisations fall into when they commit to the wrong path: 
• "We need better tools" (tech overkill) 
• "We need to move faster" (speed over strategy) 
• "We need a bigger team" (capacity over clarity) 

 

📉 Case Study Spotlight: 

Goldman Sachs & Marcus (2016–2025) 

What started as a groundbreaking consumer banking venture became a cautionary tale. Despite top talent, cutting-edge tech, and ambitious expansion, Goldman’s Marcus division racked up $3 billion in losses. Why? They strayed too far from their core—and misunderstood what their stakeholders truly needed. 

 

💡 Key Takeaways: 

• The biggest threat in digital transformation isn’t resistance—it’s choosing the wrong path. 
• Without a structured framework, companies default to: 
• Chasing trends 
• Copying competitors 
• Relying on well-meaning but misaligned advice 
• Execution matters, but direction matters more. 
• Strategic clarity must come before digital tools, platforms, or hiring decisions. 

 

🛠️ What’s Next: 

In Episode 4, Jay will introduce the Stakeholder First Framework—a practical tool to help you pick the right digital path based on true stakeholder needs, not market noise. 

📣 Join the Conversation: 

If you’re navigating a digital transformation—or about to—this episode is your roadmap for what not to do. Got insights or a story to share?  

Let’s continue the discussion on YouTube or LinkedIn.