Virtual Roundtable
From AI Strategy to Measurable Outcomes: Building the Modern Enterprise
July 30, 2026 10:00 am PT / 1:00 pm ET
Enterprise AI has moved from strategy decks into core business operations, but the gap between implementation and measurable outcomes is widening.
According to IDC:
• The majority of organizations now have an AI strategy.
• 43% link to business objectives with formal success measurement.
• 55% of enterprises report, for successful projects, 3x to 4x ROI.
• 47% see returns in 12 months or less.
Yet, 85% of AI-fueled use cases fail ROI targets.
IDC, Arrow & Crossroads IT Group will convene a curated group of senior technology leaders for an evening of insights, sharing intelligence, challenging assumptions, and leaving you with a clear vision on how to succeed.
Discussion Themes
Four Conversations Defining Enterprise AI Success
01 Strategy, readiness, and measurable ROI
How leaders are moving from AI strategy to measurable business outcomes, turning the majority with a strategy into the 43% with a measured one, and capturing the 3x-4x ROI the leaders are reporting.
02 Responsible AI governance and security
How organizations are operationalizing AI governance, embedding life-cycle controls, accountability, and security into the AI estate without slowing innovation. The path from policy to enforceable controls.
03 Hybrid cloud and infrastructure modernization for AI
Why 70% of organizations will be forced to modernize legacy cloud for AI by 2028, and how leaders are structuring hybrid environments that balance performance, sovereignty, security, and cost.
04 Organization model change for value delivery
AI does not fail on the tech stack; it fails on the org chart. Workforce change is now the #1 barrier to adoption, eclipsing every technical hurdle. Value flows to leaders who rewire the operating model itself: redesigning roles around AI-augmented work, reskilling at scale, dismantling functional silos, and opening community pathways to broaden the talent pipeline.
AI adoption is no longer about whether to invest, it’s about how mature the strategy is. According to IDC, 99% of organizations have an AI strategy in some form. But only 43% have reached the most mature stage, with AI tied to specific business objectives and formal success measurement. Another 19% have integrated AI into operations, 23% have a defined strategy in early adoption, and 14% are still at the initial stage.
The shape of the curve matters: more than half of enterprises (56%) have not yet reached operational integration. The leaders pulling ahead are those translating AI ambition into measurable outcomes, with clear governance, ROI tracking, and workforce readiness baked in from the start.
IDC Global AI Tech Buyer Sentiment Survey, June 2025, n=2,296
What To Expect
Speakers
Daniel Saroff
Daniel Saroff is Group Vice President of Research and Consulting at IDC, where he leads the research agenda focused on end-user technology leaders, including CIOs and their direct leadership teams. He oversees a team of analysts and advisory professionals who deliver research and guidance to CIOs, CIO-1, and CIO-2 executives on aligning technology strategy with business outcomes.
Saroff’s portfolio includes IDC’s CIO/End-User Research Practice, the CIO Executive Council, the Pathways Leadership and Development Program for emerging technology executives, and IDC’s Sourcing and Advisory Services. Through these programs, he works closely with boards, business leaders, and IT executives to translate IDC’s global research and data into practical guidance on technology strategy, innovation, and investment decisions.
He brings more than two decades of experience in technology leadership and advisory roles. Prior to joining IDC, Saroff served as CIO for a major Massachusetts state agency, where he led cloud migrations, digital transformation initiatives, enterprise platform modernization, and response to a major cyber incident. Earlier in his career, he held consulting roles at Forrester and Gartner, served as an IT director at a major aerospace and defense company, and ran his own IT management consultancy.
Saroff also co-founded a neuroscience research laboratory studying Alzheimer’s disease and has published multiple peer-reviewed research papers.
Michael Pompey
Michael Pompey is Arrow Electronics’ AI Evangelist and a former Chief Information Officer with over 20 years of experience in IT, data, and digital transformation. He helps organizations move past AI hype and stop spinning in pilot mode, focusing instead on what actually drives results.
Michael works closely with IBM technologies, including watsonx, helping partners and business leaders cut through the noise, identify real use cases, and put AI into practice. His perspective is simple. AI is not a product, it’s a strategy. The organizations that win are not experimenting more, they are executing better.
A sought-after keynote speaker, Michael is known for challenging conventional thinking and making complex ideas easy to understand. He speaks about how humans and AI work together, and how the real opportunity is not just efficiency, but freeing people up to do higher value work and become truly indispensable.
Vanessa G. Hall
Chief Executive Officer / Client Relationships Management
CrossRoads IT Group
Read bio
Vanessa G. Hall
Kevin Fuller
Kevin Fuller serves as Chief Operating Officer and Tech Sales Director at Crossroads IT Group, where he helps organizations align technology, security, cloud infrastructure, and artificial intelligence initiatives with measurable business outcomes.
With a unique blend of executive leadership, enterprise technology expertise, and strategic sales experience, Kevin specializes in guiding organizations through digital transformation initiatives that improve efficiency, strengthen security, and accelerate growth. He works closely with business leaders to identify opportunities where cloud technologies, automation, cybersecurity, and AI can create competitive advantages while reducing operational complexity.
Prior to joining Crossroads ITG, Kevin built an extensive career in systems engineering, cloud infrastructure, and managed services, supporting organizations across multiple industries. His technical background includes managing Microsoft Azure environments, GCC High and regulated government cloud platforms, Microsoft Intune, Microsoft Entra ID, identity and access management, endpoint security, compliance initiatives, and enterprise modernization projects.
As part of Crossroads IT Group’s strategic partnership with IBM, Kevin helps organizations evaluate and implement practical AI solutions that deliver real-world value. His approach focuses on connecting business objectives with technology investments, ensuring clients receive solutions that are scalable, secure, and aligned with long-term organizational goals.
Known for his ability to bridge the gap between executive strategy and technical execution, Kevin combines deep engineering knowledge with a customer-first mindset to help businesses navigate today’s rapidly evolving technology landscape.
Whether advising executives, designing cloud strategies, implementing security frameworks, or helping organizations leverage AI, Kevin is passionate about empowering businesses to operate smarter, faster, and more securely.
Terry G. Iyasere
Miyah Mitchell
Partner
Sponsored By
Arrow
A global provider of electronic components and enterprise computing products, the company specializes in distribution and value-added services for original equipment manufacturers, value-added resellers, managed service providers, contract manufacturers and other commercial customers.
CrossRoads IT Group
At CrossRoads IT Group, we empower our clients and team through innovative technology solutions, expert coaching, tech education, and strategic leadership.
We bridge the gap between technology and transformative business strategies by harnessing Data & AI-driven solutions, ensuring simplicity and user-friendliness, and fostering meaningful collaboration through active listening and understanding.
By creating a free and innovative culture, we encourage creativity, openness, and continuous learning. With integrity, expertise, and a passion for mentorship, we shape the future of technology—creating opportunities that elevate the customer experience and drive innovation.