Will Conaway's avatarPerson

Will Conaway

PresidentTuxedo Cat Consulting

Charlotte, NC

Skills

Executive Leadership
Growth Strategy and Execution
Information Technology

About

Will Conaway is a distinguished leader with experience across multiple industries in executive roles. He has received the ONCON Icon Award in Global Healthcare and the Constellation's Business Transformation 150 Award. Recognized among Becker's Hospital Review's 100 Hospital and Health System CIOs to Know. Will teaches organizational strategies, leadership, and VUCA concepts, as well as healthcare, at Cornell University. He has a history of service on boards. He is a member of the World Economic Forum and the Forbes Technology Council. He is GenAI certified and has completed the MIT Artificial Intelligence in Health Care program. He is also a Lean Six Sigma Black Belt.

Published content

How to Balance Human Judgment and AI Decision-Making

expert panel

No longer confined to analytics dashboards and recommendation engines, AI systems are now initiating transactions, approving workflows, flagging anomalies and even orchestrating other software agents. With this sudden increase in autonomy, business leaders are left asking: Where should humans step back—and where must they stay firmly in control? According to a 2025 McKinsey survey on the state of AI, nearly nine out of 10 organizations now report using AI in at least one business function, yet most are still early in scaling these technologies and many lack robust governance and risk controls. As artificial intelligence advances from advisory tools to agentic systems capable of multi-step planning and execution, the leadership challenge shifts: defining not just what AI can do, but what it should do. Members of the Senior Executive AI Think Tank—a curated group of experts in machine learning, generative AI and enterprise-scale transformation—argue that the real issue isn’t capability but accountability. Across their industry expertise, they all converge on one theme: The boundary between human judgment and machine decision-making must be dynamic, evidence-based and anchored in responsibility. Here is how they recommend drawing—and redrawing—that line.

Company details

Tuxedo Cat Consulting

Company bio

Our Approach We build future-ready AI programs tightly aligned with organizational strategy that deliver measurable improvements in both clinical and business outcomes. What We Offer Strategic AI Roadmapping We develop comprehensive AI roadmaps tailored to each organization’s unique needs and strategic priorities. Challenge Identification & Prioritization We identify and prioritize high-impact clinical and business challenges that can be effectively addressed through AI solutions. Strategic Alignment We ensure technology initiatives are fully aligned with business objectives to maximize value and return on investment. Capability Assessment We assess current data assets, IT infrastructure, and internal capabilities to support successful AI adoption. Technology Recommendations We recommend AI technologies and solutions with a rigorous focus on ROI and practical implementation. Regulatory & Ethical Guidance We navigate regulatory, compliance, and ethical considerations to ensure the responsible deployment of AI. Implementation Planning We define clear success metrics and implementation timelines to drive accountability and measurable results.

Industry

Information Technology & Services

Area of focus

Hospital
Information Technology
Health Care

Company size

2 - 10