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Tue
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Web Forum
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Synopsis: Business Scenarios for AI: Guided by IT or Driven by Business?
Presented by Timothy Jackson, Senior Director, IT Operations and Delivery
As artificial intelligence rapidly reshapes industries, organizations face a critical strategic question: Should AI initiatives be guided by IT capabilities or driven by business priorities?
This discussion explores the evolving relationship between IT and the business in shaping AI strategies. With many enterprises moving past pilot projects and into scaled deployments, success increasingly hinges not on the sophistication of models, but on the alignment between AI use cases and tangible business value.
We’ll examine real-world scenarios across sectors where AI has either enabled business-led innovation or faltered due to a disconnect between technical implementation and strategic goals. Key topics will include:
- The shift from model-centric to value-centric AI adoption
- Building a joint AI roadmap between CIOs, CDOs, and business leaders
- Governance models that support both experimentation and enterprise control
- The role of IT in enabling ethical, scalable, and secure AI
- Emerging patterns in AI centers of excellence and federated models
The session will also explore how companies are navigating the tension between agility and control, balancing the business’s appetite for fast innovation with IT’s responsibility for stability, compliance, and architecture.
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Wed
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Web Forum
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IMF Summer Speaker Series: Inside the FAMOUS CHOLLIMA Threat – North Korea’s Stealth Attack
Presented by: Michael South, CISO, Dick’s Sporting Goods
Date: Wednesday, July 23rd
Time: 9:30-11:00 AM ET
North Korea’s FAMOUS CHOLLIMA threat actor group has taken a bold new approach—applying for remote IT roles under false identities, gaining legitimate access to corporate environments, and then stealing intellectual property or launching disruptive ransomware attacks upon discovery or departure.
In this eye-opening session, Michael South, Chief Information Security Officer at Dick’s Sporting Goods, will share the latest intelligence on FAMOUS CHOLLIMA’s evolving tactics, how they are exploiting gaps in remote hiring practices, and what organizations can do to detect, prevent, and respond to this unique and dangerous threat.
We will start as always with company updates then move into the discussion.
Join us for a timely and critical update on one of today’s most unconventional cyber threats.
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Tue
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IT Financial Management
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As IT organizations continue to modernize through agile, DevOps, and product-centric operating models, finance teams are facing renewed pressure to interpret and apply ASC 350-40 consistently. The line between capitalizable and non-capitalizable work is increasingly blurred—raising questions around labor tracking, project vs. product funding, and audit readiness.
Join a candid, peer-driven discussion focused on practical challenges and evolving best practices in software capitalization Topics will include:
· Clarifying the “application development stage” in agile and product models
· Labor tracking and tooling – what’s working, what’s not
· Dealing with “epics,” “stories,” and iterative releases in capital projects
· What auditors are expecting — documentation, consistency, and defensibility
· Creating policies that work across finance, engineering, and product teams
Bring your questions, your dilemmas, and your perspective.
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| Address: | Map it! |
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Tue
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IT Financial Management
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As enterprises embrace a product-centric delivery model, traditional project-based funding models are being re-evaluated. Capacity-based funding is emerging as a strategic alternative—aligning IT spend with agile ways of working, enabling continuous delivery, and improving responsiveness to business priorities.
Join us for a focused virtual discussion on how IT finance leaders are navigating this shift. We'll explore:
· The case for capacity-based funding in a product model
· How to structure and govern funding allocations by teams, value streams, or capabilities
· How to Reduce complexity while keeping the auditors happy
· Best practices in forecasting, tracking, and value realization
· Lessons learned from early adopters and key change management considerations
Whether you're piloting this approach or scaling it across the enterprise, this session offers practical insights from peers tackling the same challenges.
Location Information
| Location Name: | Web Forum |
| Address: | Map it! |
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Mon - Tue
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Forum
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Session Title: Beyond Prompts – Engineering Better AI Outcomes Through Context, Presented by Katie Heupel, CNA Insurance, AI Strategy and Governance
Session Synopsis:
A recurring theme in today’s AI discussions is the shift from “prompt engineering” to “context engineering.” The real key to unlocking AI’s potential isn’t crafting the perfect instruction—it’s equipping the AI with rich, relevant context about the problem you’re trying to solve. The more background provided, the more effectively the system can respond. Of course, even with the best inputs, AI can be unpredictable, delivering wildly different results from the same prompt, sometimes brilliant, sometimes baffling. Knowing how and when to iterate, reset, or reframe can make all the difference.
We’ll also explore wild advancements that were unimaginable just a few years ago—like startups that can take a single prompt and automatically generate nine different app prototypes. Users simply choose the best one and keep iterating. This kind of scale and speed is redefining what’s possible.
Topics We’ll Cover:
- AI in Insurance: Practical, high-value use cases and what’s really happening inside companies today.
- The Future of Work, Reimagined by AI: From multi-modal tools that can turn a screen recording into a training manual or chatbot-friendly FAQ, to platforms that generate entire applications from a single request—we’ll explore how AI is reshaping how work gets done.
Location Information
| Location Name: | Pier House Resort & Spa |
| Address: |
1 Duval Street Key West, FL 33040 Map it! |
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Join us in Key West for the Fall CIO Meeting September 15 & 16, 2025. We have reserved a block of rooms with a rate of $339/night. More details to follow. |
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Thu - Fri
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IT Financial Management
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Location Information
| Location Name: | New York City, NY |
| Address: | New York City , NY Map it! |
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