Today’s workforce is evolving rapidly as demographic shifts, emerging technologies, and changing employee expectations reshape how organizations attract, retain, and develop talent. This summit explores the challenges and opportunities of a multi-generational workforce, examines the systemic barriers that limit workforce participation and economic mobility, and highlights collaborative strategies that prepare employers and communities for the future of work.
Through perspectives from business, community, and workforce leaders, The Workforce Summit 2026 will gain practical insights into creating more inclusive, resilient, and future-ready talent pipelines.
For Season Sponsors of the Executives’ Club, this program is not eligible for ticket bank redemption.
The Executives’ Club of Chicago partners with members of the media to share stories of leadership and impact. For interviews or event coverage opportunities, please contact our Head of Brand & Communications Katy Broom.
For more information and sponsorship opportunities, please contact our Chief Engagement Officer Molly Silverman.
Today’s workforce is more diverse in age and experience than ever before. As organizations navigate rapid change, leaders must find new ways to foster collaboration, transfer knowledge, and align employees with different perspectives, expectations, and approaches to work.
This conversation will explore how organizations can turn generational diversity into a competitive advantage by building cultures that strengthen communication, accelerate learning, and unlock the full potential of talent at every career stage.
Vice President of Global Learning, People, and Community Impact, United
Associate Business Analyst, United Airlines
Founder & CEO, Aspiration Catalyst
Program Director, Corporate Coalition
Many individuals remain disconnected from employment opportunities due to challenges that extend beyond job availability. Panelists will examine barriers such as access to affordable childcare, transportation, housing stability, digital access, skills development, and financial inclusion, while also considering how emerging technologies, including AI, may reshape workforce participation.
The conversation will highlight opportunities for cross-sector partnerships to expand economic opportunities and strengthen workforce pipelines.
Chief Executive Officer, Skills for Chicago
VP of the Xchange Program, SDI Presence
Executive Director, Housing Opportunity Development Corporation
Associate Director, Corporate Coalition
President & CEO, The Executives’ Club of Chicago
Preparing for the future of work requires collaboration across employers, community organizations, educational institutions, and technology leaders.
This session will showcase innovative partnership models that leverage workforce development, AI readiness, digital skills, and economic development to create sustainable career pathways. Attendees will leave with actionable strategies for building resilient talent ecosystems that support both business growth and community prosperity.
Industry Representative, HIRE360 Chicago
Sr.Mgr, Workforce Development, ComEd
Director of Hiring Initiative, Civic Committee of the Commercial Club
Head of Partnerships, Discovery Partners Institute (DPI)
