CIO 100 Leadership Live Boston: Event Agenda & Sessions

Gain actionable strategies, learn from leading IT executives, and connect with peers tackling today’s most pressing technology challenges. This one-day, in-person event is designed to help you accelerate innovation and drive business impact.

Register here and bring your team.

Thursday, September 24

8:15 am
Registration Open
8:30 - 9:30 am
Next CIO Breakfast
Stepping into the CIO role requires more than technical expertise—it demands strategic vision, adaptability, and the ability to lead through rapid technological change. In this session from Robert Half, we’ll examine the top priorities and hiring challenges facing tech leaders today and share strategies to close critical skills gaps. Attendees will gain actionable insights on building future-forward tech teams, creating a robust talent pipeline, and fostering leadership continuity—all essential steps to position yourself and your organization for long-term success in an evolving digital landscape.

Pre-registration required. Register here.
(attendance is limited to those who are director-level or above)

Speaker
Josh Drew Market Director Robert Half
9:00 - 9:45 am
Breakfast and First Connections

Grab breakfast and coffee, find a seat, and meet the people you’ll be learning alongside all day.

9:45 - 10:00 am
Real Talk: Stories from the Leadership Live Series

Hear from CIOs who’ve been in the chair, the decisions that defined them, the projects that nearly broke them, and the lessons they wish someone had handed them earlier. Curated excerpts from the CIO Leadership Live interview series, selected because they’re honest and insightful.

Includes interviews with: Annie Baymiller, EVP & Global CIO, Owens Corning; Chris Nardecchia, CIDO, Rockwell Automation; Sastry Durvasula, Chief Operating, Information & Digital Officer, TIAA; Bob McCowan, Former CIO, Regeneron Pharmaceuticals and Deborah Youmans, VP & CIO, MITRE

10:00 - 10:05 am
Welcome and Introduction
Moderator
Lane Cooper Contributing Editor CIO
10:05 - 10:40 am
Real Leaders, Real Challenges: Championing Tech-Enabled Business Transformation

Today’s bold CIOs are rewriting the rules of business transformation, and they’re doing it in real time, under real pressure, with real stakes. Join us to hear from a select group of courageously innovative technology leaders who will share the successes that are moving their organizations forward, along with the learn-from-failure moments that are reshaping their playbooks. These leaders help stakeholders rethink everything, from culture and talent, to how we work and architect the future of the business, to leveraging new operating models and technology strategically. No theory. No platitudes. No pretenders. Just practitioners speaking to practitioners, with candor, humility, and practical wisdom you can use to lead your team and company through transformation in the age of AI.

Speaker
Mona Bates SVP & CIDO BAE Systems, Inc
Speaker
Sal Companieh CIDO Cushman & Wakefield
Speaker
Paul Hlivko CIO Optum Financial
Moderator
Dan Roberts Host, Tech Whisperers Podcast; Founder, AI Practitioners for Practitioners (P4P) Network
10:40 - 11:10 am
The Foundation for AI: Building an Enterprise Ready to Scale

As organizations race to scale AI, many are discovering that technology alone isn’t enough. Sustainable transformation requires alignment across business processes, data, governance, and people. In this fireside chat, Jim Chilton draws on decades of enterprise leadership and insights from his new book, Enterprise Coherence in the Age of AI, to explore how CIOs can simplify complexity, lead organizational change, and build the foundation for AI that delivers lasting business impact.

Speaker
Jim Chilton 5x CIO; EVP, Enterprise Ventures, SNHU; Author Enterprise Coherence in the Age of AI
Moderator
Lane Cooper Contributing Editor CIO
11:10 - 11:30 am
Partner Perspectives: Powering What’s Next

In this dynamic sponsor‑led session, leading solution providers explore how today’s innovations are driving impact across the enterprise. Expect bold thinking, practical takeaways, and new approaches designed for CIOs tackling complex challenges.

Speaker
Stephen Coyle Principal, Deals Strategy & Value Creation PwC
Speaker
Robbie Voigtmann Principal, Tech Strategy PwC
11:30 - 11:50 am
Networking Break: Conversations That Spark Connections

Coffee, vendor conversations, and the hallway discussions that can be just as engaging as the sessions. Take the time. These unplanned moments often become the ones you remember most.

11:50 - 12:25 pm
Return on Transformation: Time, Talent, and Tradeoffs

Transformation rarely goes according to plan. CIOs break down the real costs behind major initiatives, including budget overruns, organizational friction, and failed bets. This session focuses on what leaders learned the hard way and how they course-corrected to deliver results that stuck.

Speaker
Scott Gardner CIO MGX Beverage Group
Speaker
Angelic Gibson Chief Product and Technology Officer ISG
Moderator
Lane Cooper Contributing Editor CIO
12:25 - 12:55 pm
Hot Topic Discussion Groups

Join a conversation of your choice to listen, learn and share experiences around the table.

Unlocking AI ROI with TBM-Driven Cost Visibility, hosted by Apptio
AI-Ready Data Infrastructure, hosted by Fivetran
AI-Powered Workflow Automation, hosted by GUIDE
AI ROI: Winners vs. Losers, hosted by Zoho

12:55 - 1:55 pm
Networking Lunch

Enjoy lunch with fellow leaders, and connect with our sponsors to explore solutions that can support your most pressing challenges.

2:00 - 2:25 pm
Leading AI in a Highly Regulated Enterprise

Healthcare and life sciences are among the most heavily regulated industries, yet they’re also under enormous pressure to move quickly with AI. Join Vertex SVP & Chief Digital and Information Officer Agam Upadhyay for a conversation about balancing innovation, governance, security, and business impact while leading enterprise-wide transformation.

Speaker
Agam Upadhyay SVP & Chief Digital and Information Officer Vertex Pharmaceuticals
Moderator
Joan Goodchild Contributor CSO, CIO
2:25 - 2:45 pm
Partner Perspectives: Powering What’s Next

In this dynamic sponsor‑led session, leading solution providers explore how today’s innovations are driving impact across the enterprise. Expect bold thinking, practical takeaways, and new approaches designed for CIOs tackling complex challenges.

2:45 - 3:20 pm
Think Like a VC: Investment Shifts Towards Focused AI Applications

Top investors share where they are placing bets, which technologies are overhyped, and what signals CIOs should pay attention to. This session helps technology leaders separate real innovation from noise and align their roadmaps with where the market is heading. Come with questions!

Speaker
Chris Gardner General Partner Underscore VC
Speaker
Rudina Seseri Founder & Managing Partner Glasswing Venture
Moderator
Lane Cooper Contributing Editor CIO
3:20 - 3:55 pm
What’s Next for the CIO: Preparing for the Next 12–24 Months

The pace of change is accelerating. In this closing conversation, CIOs reflect on what’s coming next, from AI economics to organizational redesign. Attendees will leave with a clear sense of priorities and the decisions that will define success in the near future. Come with questions!

Speaker
Terry Carpenter CIO MIT Lincoln Laboratory
Speaker
Jacqui Nevils Global CIO Fresenius Medical Care
Speaker
Chad Wright CIO Boston Dynamics
Moderator
Lane Cooper Contributing Editor CIO
4:00 - 5:00 pm
Networking Reception

The day’s conversations don’t have to end here. Drinks, connections, and chat with attendees and speakers.

Join us at CIO 100 Leadership Live Boston