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Digital Transformation: Are You Innovating or Evaporating?
March 20, 2025 at 1:00 PM
by Andrew Privitera
a cartoon of a worried executive wondering whether to choose the 1920s film camera in his right hand, or the new digital camera in his left hand.jpg

Today, digital transformation is the dividing line between those who thrive and those who fade into irrelevance. Yet many hesitate—trapped by budget constraints, uncertainty, or internal resistance.

Why does this happen, and how can you avoid the same fate? Let’s break it down.

Small Businesses: Trapped by Budget and Time Constraints

Why They Lag:

Small businesses operate on tight budgets with lean teams, making digital transformation feel like a luxury rather than a necessity. Many owners lack digital expertise, unsure of where to begin or which technologies will deliver real value.

The Danger:

While small businesses hesitate, customers are moving online, expecting digital convenience. Competitors investing in automation, e-commerce, and AI-driven customer service quickly gain the upper hand, leaving others struggling to keep up.

How to Break the Cycle:

  • Maturity Assessment: Identify your business’s digital readiness and pinpoint affordable, high-impact steps.
  • Problem-Solving Workshops: Address barriers to digital adoption—is it cost, lack of know-how, or fear of change?
  • Skill Gap Analysis: Provide targeted training to ensure employees can confidently embrace new technologies.

Mid-Sized Businesses: Lost Without a Roadmap

Why They Lag:

Mid-sized companies are caught between limited resources and ambitious goals. They recognise their systems are outdated, yet uncertainty about where to begin leaves them stuck. Without a structured roadmap, digital transformation feels overwhelming.

The Danger:

Inefficiency and stagnation. Manual processes slow down operations, making it harder to compete. Employees frustrated by outdated systems may seek opportunities at more digitally advanced companies.

How to Break the Cycle:

  • Digital Transformation Strategy Workshop: Assess what’s working, identify what’s outdated, and define a clear, actionable strategy.
  • Technology Roadmap Creation: Implement a phased approach to transformation, ensuring sustainable progress.
  • Cross-Department Collaboration: Align leadership and teams to prioritise initiatives that deliver the greatest impact.

Large Corporations: Paralysed by Legacy and Resistance

Why They Lag:

Large corporations often struggle with deeply embedded legacy systems, bureaucracy, and resistance to change. The sheer scale of transformation makes it complex and expensive, while employees fear disruption or job losses.

The Danger:

Legacy businesses that fail to modernise risk being overtaken by agile, cloud-first competitors. Falling behind now means continually playing catch-up in the future.

How to Break the Cycle:

  • Enterprise Digital Health Check: Conduct a thorough, unbiased review of existing processes to uncover inefficiencies.
  • Change Management Workshops: Address resistance by actively involving employees in the transformation process.
  • Executive Digital Leadership Coaching: Equip leaders with the skills and urgency to drive cultural and technological change.

The Next Step: What’s Holding You Back?

Digital transformation isn’t optional—it’s essential. Hesitating now hands competitors the advantage.

The good news? You don’t have to do it alone.

I help businesses identify digital roadblocks, assess maturity levels, and develop actionable strategies through focused workshops and transformation health checks.

Kodak hesitated—and paid the price. Don’t let hesitation cost your business. Let’s start with a conversation. Together, we’ll uncover what’s holding your business back and chart your path forward with confidence.

Doing nothing is the biggest risk. Take your first step today.