
The Heller Report: Leadership Approaches for Delivering Business Value with AI
Stuck between board-level expectations of AI value and the reality of legacy environments, CIOs and business leaders are under pressure to move beyond experimentation and deliver measurable impact. The problem? Lots of use cases, little value.
In the second of two articles on the “messy middle”—the gap between AI ambition and investment—Tech Whisperers podcast host Dan Roberts shares guidance from two IT leaders-turned-authors: Dr. Lisa Palmer (Show AI—Don’t Tell It: Build Buy In with Visual Storytelling) and Ash Rangan (co-author, with Dean A. Yoost, of Governance in the Age of Gen AI: A Director's Handbook on Gen AI).
“When IT is left with only 5 to 10% of its budget for innovation, the company stays stuck in the messy middle—pilot purgatory,” says Palmer. The way out? Shift your spend from operations to transformation, look for varied talent, not unicorns, build multifunctional teams, and stay focused on the customer. As Rangan, puts it: “If every structure inside the organization is geared toward that customer, that customer will continue to reward you for the services and products you offer them.”
Also in this edition: Heller’s Jason Henninger on how AI is changing cybersecurity leadership in retail; and I explain why, in spite of a recent survey saying that AI can boost remote work, culture matters more than AI right now.

Martha Heller
CEO
Heller
Leadership Approaches for Delivering Business Value with AI

Dan Roberts, host of the “Tech Whisperers” podcast, talks with authors Dr. Lisa Palmer and Ash Rangan about how CIOs can lead with clarity, confidence and conviction in the AI era. One key: focus on customer-centric initiatives with the emerging technology. It’s the second in a two-part series examining how leaders can move from “the messy middle” of stalled AI initiatives to drive value while managing risks and building profitable enterprises.
How AI is Reshaping Cybersecurity and the Role of the Retail CISO

For retail chief information security officers, AI changes how organizations think about data governance, workforce planning and leadership, writes Jason Henninger, managing director in Heller’s Cyber Security practice. In Total Retail, he explains that “strategic thinking, emotional intelligence, and adaptability are critical as the role shifts from reactive defense to proactive risk leadership.”
AI Impact on Remote Work Has Employees Optimistic

Most workers in a recent survey said they are bullish on AI’s potential to enhance remote work. But don’t shutter your offices just yet. In an interview with IT Brew about the survey, Heller CEO Martha Heller noted that office policies are more about culture than technology. “It’s not an AI decision, it’s a human decision,” she said. “AI tools are so nascent right now. We are just at the beginning of the success of these tools.”
Featured Executive Placement: Oakpoint

Heller was recently retained to recruit a Vice President of Information Technology for Oakpoint, a dental support organization that provides non-clinical support services to dental practices. These services include human resources, finance, marketing, IT, patient advocacy, and compliance. For this role, we identified Jennifer Sosa who most recently was Chief Information Officer at Piedmont Health Services. Sosa earned a B.S. from Indiana Wesleyan University. Best of luck, Jennifer!
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