Chicago CHRO Community
Executive Summit
October 20, 2026 | Chicago Marriott Downtown Magnificent Mile
October 20, 2026
Chicago Marriott Downtown Magnificent Mile
Collaborate with your peers
Get together with Chicago's top CHROs to tackle shared business challenges and critical priorities facing your role today. Participate in this one-day, local program with peer-driven topics and interactive discussions with your true C-level peers.
Join your peers to discuss the most critical issues impacting CHROs today:
Mobilizing Change Ready Leadership in an Uncertain World
Leading Through Change – Building Workforce Resilience and Adaptive Organizations
Guiding an Adaptive Workforce During an Evolution of Workplace Culture
Chicago CHRO Governing Body
The Governing Body Co-Chairs shape the summit agenda, ensuring that all content is driven By CHROs, For CHROs®.
Governing Body Co-Chairs

AJ Brow
White Lodging
CHRO

Kane Calamari
Ace Hardware
SVP & CHRO

Amber Kennelly
William Blair & Company
CHRO

Melanie Tinto
Grainger
CHRO

Randy Yu
Misumi Group
COO, CHRO, & Senior Corp. Officer
What to Expect
Agenda
8:00am - 8:30am Registration & Breakfast
8:30am - 9:15am Keynote
Leadership Inflection Point — What’s Next for CHROs?
Lilicia Bailey
SVP & CPO
CommonSpirit Health
Organizations are transforming as the global landscape rapidly changes, and CHROs are at the center of it all, as architects of strategies to navigate the new terrain. Drawing on her doctoral research examining transitions during periods of multidimensional change, Dr. Lilicia Bailey explores what distinguishes successful CHROs who are agile in leading organizations, leaders and teams capabilities by inspiring confidence and delivering results through persistent disruption.
In this keynote, you'll explore how to:
- Incorporate leadership agility amid continuous change
- Comprehensively navigate organizational transitions
- Build organizational capabilities that sustain performance
9:15am - 9:40am Networking Break
9:40am - 10:25am Breakout Session
The Missing Link in Workforce Stability
Hosted by Rain
Jen Terrell
Co-Founder & VP, Employer Partnerships
Rain
What does workforce stability mean for manager effectiveness? Organizations have spent years developing leaders to navigate change, yet one workforce challenge remains largely invisible: financial instability. As expectations of managers continue to expand, leading organizations are rethinking how financial health influences engagement, performance and retention, and what that means for leadership effectiveness.
Attendees will leave with an understanding of:
- The business case to bring to a CFO: financial stress is a quiet tax on retention and productivity
- A four-level maturity model for financial health, and an honest read on the level their organization is actually on
- The three structural reasons for why good programs fail
9:40am - 10:25am Breakout Session
The Framework Every CHRO Needs
Hosted by Visier
Paul Rubenstein
Chief Evangelist Officer
Visier
CHROs are navigating two transformations: leading enterprise AI workforce transformation with the CEO while reinventing the HR function itself. Drawing on lessons from prior technology shifts and early AI adopters, learn how to meet rising productivity expectations while ensuring people remain the engine of performance, growth, and resilience.
Attendees will gain:
- Clear AI leadership framework for CHROs
- Vision for workforce planning and organization design
- An HR delivery model built to be AI-native
9:40am - 10:25am Executive Boardroom
Rewiring the Organization for Human–AI Collaboration
Hosted by ADP
Katerina Rodriguez
Innovation Leader, Director - Future of Work Strategy
ADP
Win Buren
CHRO
Cook County Health & Hospitals System
Kane Calamari
SVP & CHRO
Ace Hardware
AI investments are outpacing workforce readiness. Skills gaps stall adoption and stifle collaboration between humans and agents. CHROs must collaborate across the organization to align workforce, technology and business strategy to maximize impact.
Join this session to discuss:
- Strategies for reskilling and upskilling the workforce to thrive alongside AI
- Best practices for aligning business units around a unified AI and workforce strategy
- Approaches to redesigning operating models, roles and structures for human-AI collaboration
9:40am - 10:25am Executive Boardroom
Creative Approaches to Retain the Modern Workforce
Hosted by DailyPay
Catherine Whitelaw
VP of Partnerships
DailyPay
Mark Salisbury
CHRO, North America
Transdev
As workforce expectations evolve and organizations face ongoing pressure to do more with less, CHROs must balance employee wellbeing with business performance. Building resilience requires more than wellness programs. It demands intentional strategies that strengthen engagement, reduce burnout, and improve retention while supporting organizational goals.
In this session, you'll discuss how to:
- Identify workforce stressors that impact engagement and performance
- Strengthen workforce resilience through flexible talent strategies
- Build cultures of trust that improve retention and business outcomes
10:25am - 11:10am Networking Break
10:35am - 11:00am Peer-to-Peer Meetings
Peer-to-Peer Meetings
Connect with like-minded peers in a one-on-one setting through Peer-to-Peer Meetings. You will be matched with peers in your community based on your shared interests and priorities.
11:10am - 11:55am Breakout Session
How CFOs & CHROs Turn Workforce Decisions into Business Results
Diane Hughes
CHRO
Alliant Credit Union
Mark Lau
CFO
Alliant Credit Union
Leading organizations are redefining the partnership between Finance and HR by treating workforce investments with the same rigor applied to capital allocation and strategic planning. In this interactive session, Alliant Credit Union CFO Mark Lau and CHRO Diane Hughes will share the frameworks, governance practices, and decision-making approaches they use to connect workforce investments to measurable business outcomes.
Attendees will learn how to:
- Convert AI potential into measurable productivity gains through workflow redesign and capability development
- Build scorecards that connect talent, productivity, risk, and financial performance
- Create governance routines that strengthen accountability and improve resource allocation decisions
11:10am - 11:55am Breakout Session
The Generational Advantage — Turning Friction into a Competitive Advantage
Hosted by O.C. Tanner
Organizations with strong generational synergy are 9x more likely to report great work, but only 26% of employees experience this advantage. Generational differences are not obstacles, they’re opportunities often hidden by stereotypes. Drawing on research from the O.C. Tanner Institute on 5,700 employees across 17 countries, this session reveals how to turn generational friction into a strategic advantage.
Join this session to hear new research on:
- Decode generational contracts shaping today’s workforce
- Unlock five drivers of generational synergy
- Align recognition, wellbeing, and technology to generational needs
11:10am - 11:55am Executive Boardroom
Building a Disruption-Prepared Leadership Bench
Hosted by LHH
Aram Lulla
Managing Partner, Executive Search
LHH
Janet Catlett
CHRO
Gibraltar Industries, Inc.
Kim Oren
VP, HR
NCAA
When the unexpected hits, is your leadership bench ready to step up? The core challenge is this: it's hard to prepare for a future no one can predict. How, then, do organizations build a leadership bench that can flex with change they can't anticipate?
Join this boardroom to:
- Identify leadership gaps and succession risks
- Determine what leadership capabilities matter most
- Decide when to build, buy, or borrow leadership talent
11:10am - 11:55am Executive Boardroom
Innovating a Smarter, Simpler Employee Benefit Experience
Hosted by Alight
Karen Frost
SVP, Health & Navigation Solution Leader
Alight
Craig Haydamack
CHRO
Forgent
Benefits complexity is accelerating, employee expectations are rising, and AI is no longer optional. The challenge for CHROs is navigating the growing complexity around choice, multiple providers and varied experiences with speed, clarity, and consistency at scale. We’ll explore how CHROs can balance high-tech innovation with a human touch approach to simplify the complexity with confidence for their people.Join this session to discover:
- Responsible strategies for leveraging unified intelligence to enhance benefits navigation
- Streamlining administration while supporting employees during the moments that matter
- Balancing automation with human expertise anchored in trust, compliance and care
11:55am - 12:30pm Lunch Service
Apply to Participate
Each application is carefully vetted to ensure members meet established criteria, preserving the quality of the network and enabling meaningful, peer‑level discussions among leaders from the world’s leading organizations.
Once you submit your application, a Community Program Manager will schedule a conversation to understand your priorities and interests and complete onboarding, including access to year‑round community events.
Location
Venue & Accommodation
Chicago Marriott Downtown Magnificent MileA block of rooms has been reserved at the Chicago Marriott Downtown Magnificent Mile at a reduced conference rate. Reservations should be made online or by calling 1-877-303-0104. Please mention Gartner CHRO Executive Summit to ensure the appropriate room rate.
Deadline to book using the discounted room rate of $409 USD (plus tax) is September 28, 2026.
Community Program Manager
For inquiries related to this community, please reach out to your dedicated contact.
