The Win-Win Workplace™ Summit is where visionary employers and workplace innovators gather to tackle real challenges. Grounded in research and a commitment to practice, the 2026 Summit is built to spark bold action. Come with real questions. Leave with new strategies, trusted advisors, and partnerships that last long after the event. This is where leaders stop going it alone—and start building what’s next, together.
Agenda
Sunday, May 3
5:00 PM - 7:00 PM
5:00 PM - 7:00 PM
Join fellow attendees for an informal gathering before Summit programming begins at Essex at Le Méridien Essex Chicago. Badge pick-up available. Cash bar.
Monday, May 4
7:00 AM
7:00 AM
Event Start
7:00 AM - 9:00 AM
7:00 AM - 9:00 AM
Registration Opens
8:00 AM - 9:00 AM
8:00 AM - 9:00 AM
Community Breakfast
8:55 AM - 9:55 AM
9:00 AM - 10:30 AM
9:00 AM - 10:30 AM
Kick off the Summit with leaders shaping the future of work. Hear research on purpose, trust, and leadership, plus stories and strategies for people-first workplaces. Featured companies include Gallup, Just Capital, LinkedIn, Butterball Farms, and more!
10:30 AM - 11:00 AM
10:30 AM - 11:00 AM
Morning Networking Break
11:00 AM - 12:00 PM
11:00 AM - 12:00 PM
Hosted by Kyla D. Nave (First Batch), learn from employers tackling real-world workforce challenges! Hear lessons learned, explore innovative approaches, and leave with actionable ideas and connections to bring back to your organization.
Hands-on workshops where employers tackle real challenges, share insights, and learn from peers. Each Co-Lab sparks dialogue and action, giving participants practical strategies and connections to advance their work.
Chris Grygo, Rebecca Mattis Pinard & Diane Headley (Ford Foundation)
Sandy Rezendes (D2L), Ravin Jesuthasan (Mercer), George Fatheree (Oro) & Matt Bahl (Financial Health Network), Azella Perryman (Prenuvo)
Host: Michael Horn (Harvard University)
Jonathan Marek (Guild), Alex Gallafent (Gallafant & Company), Sarah Kalloch & Kelley Frances Fenelon (Corporate Impact Lab)
Speaker: Noah Rabinowitz (Royal Caribbean)
Co-Facilitators: Meighan Poritz Hackett (The Learning Forum), Kathleen Mattie (Icon Vendorpass Consultants)
12:00 PM - 12:30 PM
12:00 PM - 12:30 PM
Transition to Lunch
12:30 PM - 1:15 PM
12:30 PM - 1:15 PM
Join thought leaders over lunch on shaping tech for the workforce, attracting and retaining military talent, and using technology to engage mid-career employees. Featured companies include Anthropic, Amazon, Rapport and Google.
1:15 PM - 1:30 PM
1:15 PM - 1:30 PM
Transition
1:30 PM - 2:15 PM
1:30 PM - 2:15 PM
In-depth presentations or panels exploring a specific theme or challenge. Deep Dives provide case studies, practical takeaways, and actionable insights for participants to apply in their work.
Anel Ruiz (United Airlines) & Shay Robinson (Aon)
Moderator: Haley Glover (Upskill America)
Kelley Frances Fenelon (Corporate Impact Lab), Alex Gallefant (Gallefant & Company)
Serena Jezior & Ian Marks (Greater Cleveland Works), Isaac Smoak (United Way)
Moderator: Michael Rosenbaum (Arena Analytics)
Speaker: Sandra Loughlin (EPAM)
Co-Facilitators: Meighan Poritz Hackett (The Learning Forum), Kathleen Mattie (Icon Vendorpass Consultants)
Bob Gerard (The Learning Geeks), Jake Gittleson (McKinsey & Company), Tessa Forshaw (Harvard University Graduate School of Education)
2:15 PM - 2:30 PM
2:15 PM - 2:30 PM
Transition
2:30 PM - 3:15 PM
2:30 PM - 3:15 PM
2: Deep Dive Session
In-depth presentations or panels exploring a specific theme or challenge. Deep Dives provide case studies, practical takeaways, and actionable insights for participants to apply in their work.
Kelley Frances Fenelon (Corporate Impact Lab), Alex Gallefant (Gallefant & Company)
Dr. Kyle Albert, Michael Sanders, and Dr. Divya Narula (George Washington University)
Speaker: Carrie Skowronski (Leadology)
Co-Facilitators: Meighan Poritz Hackett (The Learning Forum), Kathleen Mattie (Icon Vendorpass Consultants)
Speakers: Dr. Bobbi Wegner (Groops), Eric Wiggins (Author, Wisdom for Winning at Work), Patrick Perschilli (Conagra)
Co-Facilitators: Janna Meyrowitz Turner (Antenna Up), Ashish Kothari (Happiness Squad)
Treg Steves (Pondi's Restaurant), Bela Moté (Carole Robertson Center for Learning)
Moderator: Tom Strong (National Fund for Workforce Solutions)
3:15 PM - 3:30 PM
3:15 PM - 3:30 PM
Transition
3:30 PM - 4:30 PM
3:30 PM - 4:30 PM
A thoughtful series of quick-hitting Spark Talks and musings on the future of work—reimagining talent, frontline retention as a business imperative, small business hiring insights, and scaling people-powered transformation across the supply chain.
4:15 PM - 4:50 PM
4:15 PM - 4:50 PM
Hosted by Sandy Rezendes (D2L), Win-Win Workplace advisors engage in a high-energy debate on the future of work—testing assumptions, surfacing tradeoffs, and sharing actionable insights on trust, AI, and workforce transformation.
4:50 PM - 5:00 PM
4:50 PM - 5:00 PM
Wrap up Day 1 as The Learning Forum and CLO LIFT founders unveil an exciting new partnership—turning today’s insights into action and setting the stage for Day 2 of the Summit.
5:00 PM - 5:30 PM
5:00 PM - 5:30 PM
Unwind with a glass of champagne on the Innovation Floor terrace overlooking Millennium Park. Enjoy conversations, make new connections, and reflect on Day 1’s insights with peers and Summit leaders.
Tuesday, May 5
8:00 AM - 9:00 AM
8:00 AM - 9:00 AM
Breakfast
9:00 AM - 10:30 AM
9:00 AM - 10:30 AM
Kick off Day 2 with a dynamic plenary featuring leaders from P33, Hitachi, Corporate Impact Lab, JUMP Project, Nike, Harvard and more. Explore economic mobility, AI trust, second-chance hiring, and preparing for the future of work.
10:30 AM - 11:00 AM
10:30 AM - 11:00 AM
Morning Networking Break
11:00 AM - 12:00 PM
11:00 AM - 12:00 PM
Ebony Thomas (Grads of Life), Marcus Felder (Blackstone)
Facilitator: Tammy Hong (Grads of Life)
Shweta Srivastava (Microsoft), Kathleen Mattie (Icon Vendorpass), Kason Morris (Merck)
Moderator: Brandon Carson (Docebo)
Facilitator: Meighan Poritz Hackett (The Learning Forum)
Co-Lab Sessions bring employers together to tackle real workforce challenges through panels and hands-on workshops. Share insights, explore innovative approaches, and leave with actionable strategies and connections to apply at your organization.
Thaler Pekar (Thaler Pekar & Partners)
Shawnda Morris (Loyola Medicine & St. Joseph Health System), Bridget Altenburg (Skills for Chicago)
Co-Facilitators: Ulises Trujillo-Rivera (FSG), Kendra Berenson (FSG)
Charlie Cornish (American Apprenticeships Work), Megan Hougard (Chicago Public Schools)
Co-Facilitators: Rebecca Agostino (Prentix), Nick Brenner (City Colleges of Chicago)
12:00 PM - 12:15 PM
12:00 PM - 12:15 PM
Transition
12:15 PM - 1:30 PM
12:15 PM - 1:30 PM
Our closing plenary explores what it takes to shape the future of work: deploying AI in real workforce systems, designing for the next generation, and how design drives outcomes, featuring leaders from Merck, TechWolf, Grainger and more!
1:00 PM - 2:00 PM
1:00 PM - 2:00 PM
Close out Summit by celebrating employer leaders driving real change. The Win-Win Workplace Awards honor organizations that redesign work and technology to expand human agency while delivering measurable business results—and unveil the path ahead.
1:30 PM - 2:00 PM
1:30 PM - 2:00 PM
Lunch
Lunch provided to grab-and-go or eat in community!
2:00 PM - 3:00 PM
5:00 PM
5:00 PM
Event End
Exhibitors
Baryons is a human performance platform that helps people think clearly, act intentionally, and align with others. Through simple voice conversations, it turns daily reflection into insight—improving decisions, collaboration, and organizational coherence.
Arena applies predictive workforce analytics across the talent lifecycle: discovery, hiring, and development. Using a massive dataset of career outcomes, Arena aligns people with roles where they’re most likely to thrive, grow, and stay. Guaranteed.
employeeInsite unlocks what moves people at work. Our platform reveals each person's unique motivation signature and gives employees, leaders, and teams the tools and daily guidance to activate it. Motivation isn't a trait; it's a signature.
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