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  1. The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX
  2. #843: Pega's Matt Healy on the hidden costs of outdated technology
#843: Pega's Matt Healy on the hidden costs of outdated technology

#843: Pega's Matt Healy on the hidden costs of outdated technology

The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX · Apr 14, 2026

Legacy tech is blocking your AI strategy and driving away talent. Pega's Matt Healy discusses how AI can modernize systems and boost ROI.

Poor Internal Technology Is a Major Driver of Employee Turnover

Outdated, frustrating legacy systems are not just an IT problem; they are a critical business risk that directly impacts employee morale. Research shows over a third of employees would consider leaving their job due to poor technology, making it a key factor in talent retention.

#843: Pega's Matt Healy on the hidden costs of outdated technology thumbnail

#843: Pega's Matt Healy on the hidden costs of outdated technology

The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX·a day ago

Modernization Begins with AI Analyzing Legacy Systems, Not Replacing Them

The initial step in modernizing is not to rebuild, but to understand. AI can ingest source code, user manuals, and even screen recordings to map existing processes and identify optimization opportunities, ensuring the new system improves upon the old rather than just replicating it.

#843: Pega's Matt Healy on the hidden costs of outdated technology thumbnail

#843: Pega's Matt Healy on the hidden costs of outdated technology

The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX·a day ago

Highly Specialized Employee Teams Are a Key Indicator of System Complexity

The degree of team specialization is a powerful, non-obvious metric for system complexity. If only a small group of employees can handle specific tasks due to arcane system knowledge, it's a clear signal that underlying processes and technology are too convoluted and need simplification.

#843: Pega's Matt Healy on the hidden costs of outdated technology thumbnail

#843: Pega's Matt Healy on the hidden costs of outdated technology

The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX·a day ago

The Next Strategic Frontier After AI Adoption Is Restoring the Human Touch

Once companies achieve scale and efficiency through AI, the strategic conversation will pivot. The new competitive advantage will be intelligently deploying human employees at critical moments to provide a valuable 'human touch,' ensuring customers don't feel they are in a 'robot wasteland.'

#843: Pega's Matt Healy on the hidden costs of outdated technology thumbnail

#843: Pega's Matt Healy on the hidden costs of outdated technology

The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX·a day ago

Employees Judge Internal Workplace Tools Against Consumer App Standards

The high expectations for seamless, digital experiences in consumer life (e.g., banking apps) are now the standard by which employees judge workplace technology. The jarring disconnect between slick personal apps and clunky internal systems fuels significant frustration and disengagement.

#843: Pega's Matt Healy on the hidden costs of outdated technology thumbnail

#843: Pega's Matt Healy on the hidden costs of outdated technology

The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX·a day ago

AI Slashes Legacy System Modernization Timelines from Years to Months

AI-driven approaches dramatically reduce the time and cost of modernizing legacy systems. What was once a multi-year, multi-million dollar mainframe project can now be completed in as little as 90 days, fundamentally altering the ROI for tackling technology debt.

#843: Pega's Matt Healy on the hidden costs of outdated technology thumbnail

#843: Pega's Matt Healy on the hidden costs of outdated technology

The Agile Brand with Greg Kihlström®: Expert Mode Marketing Technology, AI, & CX·a day ago