From Clash to Collaboration: Leading Multi-Generational Teams

Cindy Sakai

Cindy Sakai is co-owner and co-founder of TH!NK® LLC,

an award-winning talent and development consultancy serving Hawai‘i companies since 2000. With deep experience as a senior leadership coach, Cindy has partnered with executives across the islands to build programs that engage employees and deliver results.

At the SHRM Hawaii Conference & Expo 2025 (SHCX25) our theme, “The Year of Change”, highlights the powerful transformations shaping today’s workplaces. One of the most meaningful shifts is the reality of four generations working side by side.

Each generation brings its own history, values, and perspectives, creating both challenges and opportunities. By pausing to understand these differences, HR professionals can help turn generational diversity into a source of connection growth, and shared purpose.

This 1-hour session will provide practical tools to help managers lead more effectively across generational lines. You will learn about:

  • Generational Values: How each generation forms and the impact they bring, especial Gen Z.

  • Communication & Expectations: Understanding engagement preferences across generations.

  • Leadership Approaches: Foster collaboration and inclusion by adapting to diverse needs.

  • Future-Ready Culture: Build sustainable practices to lead multi-generational teams.