Dileep Rai's avatarPerson

Dileep Rai

Manager Oracle Technology CloudHBG

Colorado Springs, CO

Skills

Supply Chain Management
SaaS
Artificial Intelligence

About

Dileep Rai is a visionary technology executive driving global digital transformation through AI-enhanced cloud ERP and intelligent supply chain solutions. With expertise spanning aerospace, healthcare, and publishing, he has led multimillion-dollar initiatives that optimize operations, improve resilience, and foster innovation. Recognized for delivering scalable platforms and predictive analytics, Dileep helps organizations achieve operational excellence and drive future-ready growth.

Published content

The New Rules of Fundraising for AI Startups

expert panel

Startup fundraising has always followed a familiar formula: build the product, prove traction, raise enough money to reach the next milestone.But AI is disrupting that formula. Models change quickly, inference costs fluctuate, enterprise sales cycles can stretch for months and today’s breakthrough feature can become tomorrow’s commodity. The assumptions behind a traditional runway or growth plan can change before a company reaches its next round.That means AI founders need to rethink what they are raising capital to prove. Is it customer demand? Technical feasibility? Sustainable unit economics? Enterprise readiness? Or a durable advantage that can survive the next model release?Founders shouldn’t just consider how much money their startup can raise, but what that capital needs to accomplish—and what evidence it should produce along the way.Members of the Senior Executive AI Think Tank—a curated group of executives and practitioners working across machine learning, generative AI and enterprise AI applications—share the fundraising advice they believe AI founders should leave behind, from chasing maximum capital to relying too heavily on traditional traction, and what investors should see instead.

Beyond AI ROI: The Metrics CEOs Should Be Tracking Now

expert panel

In the past, the easiest way to talk about a technology investment has been to put a number on it: How much did it cost, and what did the company get back? With AI, that calculation is becoming harder to take at face value.An AI system can save thousands of hours without reducing headcount. It can help employees make better decisions without generating an immediately measurable dollar value. It can turn a successful pilot into a new way of working—or quietly remain a one-off experiment that never scales. And it can change who holds critical expertise inside an organization, with consequences that may not appear on a balance sheet for years.That raises a more consequential question for CEOs: What should you measure if you want to know whether your AI strategy is actually making the organization better?Members of the Senior Executive AI Think Tank, a curated group of experts specializing in machine learning, generative AI and enterprise AI applications, suggest that CEOs shouldn't abandon ROI—but here are the other metrics they recommend measuring to capture not only what AI delivers today, but what it enables the organization to become.

The New AI Architecture: Balancing Data Sovereignty and Speed

expert panel

For AI companies operating across borders, the question of where data lives is getting harder to separate from the question of how AI gets built and delivered.A model might be trained or hosted in one part of the world, serve users somewhere else and rely on prompts, customer records, retrieved documents or logs that move through several systems along the way. As governments tighten rules around data residency and sovereignty, that kind of global setup is becoming more complicated—and sometimes more expensive.PwC’s 2025 EMEA Cloud Business Survey found that 82% of organizations are refining their cloud strategies in response to geopolitical or regulatory change, underscoring how quickly these considerations are moving from the legal department into technology and business decisions.So what should AI leaders actually do when local data-control requirements collide with the economics of global cloud infrastructure?Members of the Senior Executive AI Think Tank—a curated group of experts specializing in machine learning, generative AI and enterprise AI applications—approach the question from different angles. Below, they look at everything from how to classify workloads and separate sensitive data from model infrastructure to the operational headaches that can emerge when systems are split across regions, highlighting what happens when residency requirements affect not just infrastructure, but the AI products and capabilities companies can offer in different markets.

Why AI Data Centers Need a New Infrastructure Strategy

expert panel

The AI industry has embraced a simple idea about data centers: If AI needs more computing power, build bigger facilities and pack them with more chips. But as the infrastructure race accelerates, that assumption is becoming harder to defend. Power availability, grid capacity, cooling, water and the physical limits of getting new facilities online are emerging as constraints that raw compute cannot solve.The question matters because data centers are long-term investments being built around a technology that is changing at remarkable speed. The infrastructure designed for training enormous models may not be what businesses need as inference workloads grow, models become more efficient and AI moves closer to where data and users actually reside.There are also business questions hiding underneath the engineering one: How much compute does a company actually need? Where should it run? What happens when power costs change or a new generation of hardware makes today's architecture less attractive? And how should CEOs think about infrastructure that needs to remain useful even as the AI workloads it supports evolve?Members of the Senior Executive AI Think Tank, a curated group of experts specializing in machine learning, generative AI and enterprise AI applications, offer a range of perspectives on what should come next. In the discussion that follows, they examine whether bigger data centers are really the answer, where power and efficiency fit into the equation, why inference deserves a different infrastructure strategy and which overlooked factors—from memory and networking to reliability and data governance—could determine whether an AI investment delivers lasting business value.

When AI and Experience Clash: Letting Humans Challenge the Machine

expert panel

The machine says the patient is low risk. The veteran clinician says something feels wrong. The AI recommends cutting a workstream. The executive team knows that workstream is critical to a customer they are trying to win. The coding assistant produces perfectly functioning code—except it has quietly recreated a function that already exists somewhere else in the codebase.These aren't hypothetical scenarios. They are the kinds of moments leaders increasingly face as AI moves from experimentation into decisions that affect customers, employees, operations and the bottom line. Automatically trusting the machine ignores context, intuition and accountability. Automatically siding with the human can mean overlooking patterns and possibilities that AI can uncover. So what should happen when an AI system and an experienced human reach different conclusions?Members of the Senior Executive AI Think Tank—a curated community of leaders specializing in machine learning, generative AI and enterprise AI applications—have encountered this tension firsthand across healthcare, manufacturing, software development, enterprise transformation, market intelligence and technology strategy. In the examples that follow, they share what happened when AI and human expertise diverged, how their teams responded and what those moments revealed about the roles each should play in high-stakes decision-making.

From Optimization to Transformation: AI's New Supply Chain Era

expert panel

Supply chains have historically been designed around a simple premise: Build the best possible plan, then execute it as efficiently as possible. Artificial intelligence has made those plans smarter, helping companies forecast demand more accurately, optimize transportation routes and reduce inventory costs. But those improvements, while significant, still operate within the same playbook.The next chapter looks fundamentally different.Rather than simply making existing processes faster or cheaper, AI is beginning to reshape how supply chains are designed, managed and even governed. Emerging technologies such as agentic AI, digital twins and real-time decision engines can continuously evaluate changing market conditions, simulate alternative scenarios and recommend—or in some cases execute—responses before disruptions ripple across the business. In this model, supply chains become adaptive systems rather than static networks.The business case for that evolution is growing stronger. Gartner predicts that by 2030, half of supply chain management solutions will incorporate agentic AI capable of making autonomous cross-functional decisions, reflecting a broader shift from automation to intelligent orchestration. At the same time, geopolitical instability, changing trade policies and increasingly unpredictable customer demand are forcing organizations to rethink resilience as a competitive advantage—not just an operational objective.Against this backdrop, members of the Senior Executive AI Think Tank, a curated community of leaders specializing in machine learning, generative AI and enterprise AI applications, see a common theme emerging. The greatest transformation will not come from AI replacing planners or optimizing another workflow. Instead, they argue, AI is becoming the connective tissue that links procurement, manufacturing, logistics, finance and leadership into continuously learning decision systems. That shift promises to redefine not only how supply chains operate but also how organizations make decisions, assign accountability and create value in an increasingly uncertain world.

Company details

HBG

Company bio

Hachette Book Group (HBG), a division of Hachette Livre, is one of the largest and most influential U.S. trade publishers. Publishing over 2,000 titles annually across iconic imprints including Little, Brown, Grand Central, Orbit, and Workman, HBG’s authors have won Pulitzer Prizes, Booker Prizes, and National Book Awards. With a strong focus on diverse voices and global reach, HBG drives cultural impact through print, audio, and digital innovation.

Industry

Publishing

Area of focus

Information Technology
Enterprise Applications
Supply Chain Management

Company size

5,001 - 10,000