June 2 & 3, 2026  |  Boston, MA

Agenda

Tuesday, June 2, 2026

12:00 PM
- 12:30 PM
Location: Foyer & Capitol AB

12:30 PM
- 12:40 PM
Location: Beacon Hill Boardroom ABC

12:40 PM
- 1:00 PM
Location: Beacon Hill Boardroom ABC
  • Why promising AI pilots rarely translate into sustained enterprise value
  • A new operating model where AI senses, decides, and executes, with humans steering
  • Rethinking strategy, talent, economics, and data to unlock real value
  • From experimentation to scalable, outcome-driven transformation

1:00 PM
- 1:30 PM
Location: Beacon Hill Boardroom ABC
  • Why ambition without accountability is the biggest risk in enterprise AI
  • The leadership shifts required to move AI from initiative to infrastructure
  • Connecting AI strategy to organizational outcomes that the business can own

1:35 PM
- 1:45 PM
Location: Beacon Hill Boardroom ABC
  • The disconnect between local AI wins and enterprise-level ROI
  • Value governance as the missing layer in AI investment strategy
  • A Strategy Realization Office linking AI execution to enterprise KPIs

1:50 PM
- 2:20 PM
Location: Beacon Hill Boardroom ABC
  • The widening disconnect between AI spend and measurable business outcomes
  • Data readiness, value attribution, and governance as structural barriers to ROI
  • Moving from experimentation to scaled adoption, and what keeps breaking in between

2:25 PM
- 2:55 PM
Location: Beacon Hill Boardroom ABC
  • Why most AI pilots fail to graduate into production-ready solutions
  • Frameworks for connecting pilot results to enterprise-level value metrics
  • The organizational and technical gaps that stall the path from proof of concept to scale

2:55 PM
- 3:15 PM
Location: Capitol AB

Recharge, connect, and spark new ideas as you mingle with peers and industry leaders.


3:15 PM
- 3:25 PM
Location: Beacon Hill Boardroom ABC
  • The accountability gap when decisions are co-produced by humans and AI
  • Decision rights, ownership, and governance in hybrid operating models
  • Leadership and operating model changes as AI reshapes authority structures

3:30 PM
- 4:00 PM
Location: Beacon Hill Boardroom ABC
  • Who owns the outcome when AI shapes sourcing, pricing, or workforce decisions
  • Designing accountability into AI operating models across business, tech, and risk
  • Explicit value framing and governance as prerequisites for scaling, not afterthoughts

4:05 PM
- 4:35 PM
Location: Beacon Hill Boardroom ABC
  • The operational reality of embedding AI into enterprise decision workflows
  • Balancing speed and oversight as AI takes on higher-stakes decisions
  • Technology architectures that support governed autonomy without creating bottlenecks

4:40 PM
- 5:30 PM
Location: Beacon Hill Boardroom ABC

Entrepreneurs behind innovative solutions will each present pitches on why their technology is best and how it will add the most value to business. After some tough questions from our judges, the audience will have their chance to vote on which technology they are more likely to implement within their own organizations. Who should win this startup challenge?


5:30 PM
- 5:35 PM
Location: Beacon Hill Boardroom ABC

5:35 PM
- 6:30 PM
Location: Commonwealth A & B

Wednesday, June 3, 2026

8:00 AM
- 9:00 AM
Location: Foyer & Capitol AB

9:00 AM
- 9:10 AM
Location: Beacon Hill Boardroom ABC

9:10 AM
- 9:40 AM
Location: Beacon Hill Boardroom ABC
  • Why real AI impact requires redesigning how work, decisions, and accountability flow across the enterprise
  • Aligning human-AI decision-making, incentives, operating models, and data foundations for measurable outcomes
  • A practical framework to scale AI beyond pilots and deliver ROI that stands up in the boardroom

9:45 AM
- 10:15 AM
Location: Beacon Hill Boardroom ABC
  • What changes when AI is embedded into how work gets done, not bolted on
  • The operating model, talent, and cultural shifts required for AI-native organizations
  • Lessons from enterprises redesigning workflows around human-AI collaboration

10:15 AM
- 10:35 AM
Location: Capitol AB

Recharge, connect, and spark new ideas as you mingle with peers and industry leaders.


10:35 AM
- 10:45 AM
Location: Beacon Hill Boardroom ABC
  • The validation bottleneck between AI output and human oversight
  • Scarce SME bandwidth as the real constraint on AI autonomy
  • Repeatable QA frameworks that shrink review cycles and taper human-in-the-loop

10:50 AM
- 11:20 AM
Location: Beacon Hill Boardroom ABC
  • The shifting economics of build vs. buy as AI transforms service delivery
  • Compute, platform, and model-based cost structures replacing legacy headcount models
  • Commercial leverage and value capture as strategic levers for scaling AI

11:25 AM
- 11:55 AM
Location: Beacon Hill Boardroom ABC
  • The hidden costs and long-term trade-offs in AI platform and tooling decisions
  • How architectural choices today shape autonomy, flexibility, and cost tomorrow
  • Evaluating build, buy, and partner models through the lens of sustainable scale

12:00 PM
- 1:00 PM
Location: Capitol AB

1:00 PM
- 1:30 PM
Location: Beacon Hill Boardroom ABC
  • Why early AI success often becomes the ceiling instead of the foundation
  • The organizational, governance, and data barriers that block enterprise-wide scale
  • What separates companies that scale AI impact from those stuck repeating pilots

1:35 PM
- 2:10 PM
Location: Beacon Hill Boardroom ABC

Innovative companies will pull back the curtain on their latest innovations, sharing strategic insights and revealing the cutting-edge solutions that are shaping the future of business.


2:15 PM
- 2:25 PM
Location: Beacon Hill Boardroom ABC
  • The reemergence of master data as a critical enabler of enterprise AI
  • The overconfidence trap in data governance, and the acid test that exposes it
  • Autonomous AI agents as unintentional stress tests on data architecture

2:30 PM
- 3:00 PM
Location: Beacon Hill Boardroom ABC
  • The architectural requirements for data that supports real-time, AI-driven decisions
  • Why governance and observability are non-negotiable for production-grade AI
  • Closing the gap between data infrastructure built for analytics and data ready for autonomy

3:05 PM
- 3:35 PM
Location: Beacon Hill Boardroom ABC
  • Why analytics-grade data falls short when AI needs to act, not just inform
  • The contextualization, trust, and integration requirements for autonomous decision-making
  • Proving that data, models, and outputs are auditable, explainable, and production-ready

3:40 PM
- 4:00 PM
Location: Beacon Hill Boardroom ABC

You’ve absorbed ideas, insights, and inspiration—now it’s time to put them to work. ISG will provide guidance on your next steps!


4:00 PM
- 5:00 PM
Location: Commonwealth A & B