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

OpenAI's New Jalapeño Chip: Why Cheap Inference Changes Everything

expert panel

When OpenAI unveiled Jalapeño, its first custom AI inference chip developed with Broadcom, the announcement represented more than a hardware milestone. It highlighted a broader shift in the AI industry: the race to make intelligence faster, more affordable and more accessible at scale. As the cost of running large language models declines, product leaders face a new question—not simply what AI can do, but what products become possible when intelligence is inexpensive enough to operate continuously.For much of the generative AI era, product teams have designed around scarcity. They have limited model usage, shortened context windows, reduced reasoning steps and carefully managed AI interactions because every inference call carries a cost. But as custom silicon and AI infrastructure improvements drive down those constraints, AI can move from an occasional feature users activate to an always-present capability embedded throughout workflows. Research from McKinsey & Company estimates that generative AI could create trillions of dollars in annual economic value, but capturing that opportunity will require organizations to integrate AI into core business processes rather than treat it as a standalone tool.Members of the Senior Executive AI Think Tank believe the next generation of AI products will not simply be faster versions of today’s copilots. Below, they explore how OpenAI’s Jalapeño chip could reshape product design, unlock previously uneconomical AI applications and redefine the competitive landscape for organizations building the next generation of intelligent products.

Why AI Will Outpace Cybersecurity Defenses Without Better Governance

expert panel

Artificial intelligence is rapidly redefining the cybersecurity battlefield, shifting the balance between defenders and attackers at a pace many organizations are struggling to match. As enterprises embed generative AI, autonomous agents and machine learning into critical workflows, the attack surface is expanding just as quickly as defensive capabilities evolve.This tension is at the center of discussion among members of the Senior Executive AI Think Tank, a curated group of leaders specializing in enterprise AI, machine learning and responsible AI deployment. To them, AI is not just a technology upgrade—it is a structural shift in how cyber risk is created and managed.According to the National Institute of Standards and Technology’s AI Risk Management Framework, organizations adopting AI face heightened risks related to system reliability, security vulnerabilities and adversarial manipulation, even as they gain powerful new defensive tools. At the same time, a Google Threat Intelligence Group analysis on AI-enabled threat activity warns that adversaries are increasingly using generative AI to accelerate vulnerability discovery, exploit development and initial access—signaling a shift toward more automated and scalable cyber intrusion models.With this knowledge, senior executives are asking a pressing question: Over the next five years, should we be more optimistic about AI’s role in cybersecurity—or more concerned? And more importantly, what concrete actions should leaders take today to stay ahead of the curve?Their insights suggest the answer is not binary—but it is urgent.

The New AI Infrastructure Race Is Moving Into Space

expert panel

For decades, the technology industry's infrastructure strategy has been remarkably straightforward: Build bigger data centers, add more fiber and deploy more compute capacity closer to users. But what if the next major leap in AI infrastructure happens above the planet rather than on it?That question is gaining attention as SpaceX continues expanding its Starlink satellite network and explores ways its orbital infrastructure could support AI-related computing and global data movement. While the concept of space-based AI infrastructure remains in its early stages, it represents a potentially significant shift in how organizations think about compute, connectivity and data distribution. Instead of relying exclusively on terrestrial networks, future AI systems could leverage orbital infrastructure to extend services into remote regions, improve resilience and create entirely new competitive dynamics.The idea is gaining traction at a time when demand for AI infrastructure is accelerating rapidly. According to a Goldman Sachs analysis, AI-related data center power demand is expected to increase dramatically through the end of the decade as organizations race to secure the compute capacity needed to support next-generation AI applications. As those investments accelerate, executives are increasingly asking whether future infrastructure strategies will be limited to Earth—or whether space will become a critical extension of the global AI stack.To better understand the opportunities and risks, members of the Senior Executive AI Think Tank shared their perspectives on how space-based AI infrastructure could reshape cloud providers, telecommunications companies and AI platform vendors over the next decade. Their insights reveal both extraordinary possibilities and significant challenges, from global connectivity and distributed computing to governance, economics and the growing concentration of infrastructure power.

Where Fortune 500 CEOs Should Make Their First AI Investment

expert panel

Artificial intelligence has become the fastest-moving investment category in the corporate world. Boards are asking about it, investors expect it and competitors are announcing new initiatives seemingly every week. For many Fortune 500 CEOs, however, the challenge isn't deciding whether to invest in AI—it's deciding where to place the first major bet.The stakes are high because the wrong investment can consume millions of dollars while delivering little business value. Organizations across industries are launching AI labs, experimenting with custom models and deploying new tools at scale, yet many still struggle to achieve measurable returns.That reality raises an important question: If you were making your first significant AI investment today, where would you focus—and what would you avoid?To find out, we asked members of the Senior Executive AI Think Tank, a community of leaders and practitioners specializing in machine learning, generative AI and enterprise transformation. Their answers reveal a striking consensus about where AI creates value, why so many organizations get their priorities wrong and the foundational investments that should come before any large-scale AI deployment.

Beyond Prompting: The New Rules of AI Fluency for Leaders

expert panel

For many organizations, AI training has become synonymous with productivity. Employees learn how to write better prompts, automate routine tasks and generate content faster than ever before. But as AI becomes embedded in everyday business decisions, a more important question is emerging: Are organizations teaching people how to use AI, or how to use it responsibly?AI can generate recommendations, summarize information and accelerate workflows, but it cannot assume accountability for outcomes. That responsibility still belongs to people. Yet many training programs spend far more time on tools than on judgment, ethics, governance and critical thinking.This concern is reflected in Deloitte's “The State of Generative AI in the Enterprise” research, which found that regulatory compliance concerns, risk management challenges and the lack of governance models rank among the leading barriers to scaling AI initiatives. As organizations move beyond experimentation, the challenge is no longer simply getting employees to use AI—it is ensuring they can use it responsibly.To explore what modern AI fluency should look like, we turned to members of the Senior Executive AI Think Tank, a curated community of experts in machine learning, generative AI and enterprise transformation. Their perspectives offer a roadmap for moving beyond AI tool proficiency and building the judgment, oversight and responsible-use practices that enable organizations to create lasting value from AI.

Enterprise AI's Next Big Advantage Isn't What You Think

expert panel

Artificial intelligence remains one of the most consequential forces reshaping business, yet many organizations still struggle to distinguish meaningful breakthroughs from attention-grabbing headlines. While public discussion often centers on increasingly powerful models, digital assistants and speculation about artificial general intelligence, many enterprise leaders are discovering that the most transformative AI developments occur behind the scenes.Ask 10 AI experts what will matter most a year from now, and you might expect 10 different answers. Instead, members of the Senior Executive AI Think Tank—a curated group of experts specializing in machine learning, generative AI and enterprise AI applications—arrived at a strikingly similar conclusion: The biggest opportunities—and risks—aren't tied to the next model release. Across industries, they point to the infrastructure that makes AI useful in practice, from governance and security to evaluation, trust and workflow integration. At the same time, many are skeptical of some of today's loudest predictions, particularly around fully autonomous agents replacing human judgment at scale.As recent research from McKinsey suggests, organizations are increasingly finding that AI success depends less on access to cutting-edge models and more on the ability to operationalize them effectively. The experts featured here—those on the front lines of AI innovation—share the developments they believe leaders are underestimating, the trends they think are overhyped and where executives should be investing now to create lasting competitive advantage.

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