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Managing Generational Differences

Managing Generational Differences

Update: 2025-10-21
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“Whys unite and whats divide,” says Haydn Shaw.

Haydn is the founder of People Driven Results and the author of Sticking Points: How to Get 5 Generations Working Together in the 12 Places They Come Apart. Hailed by Time Magazine as an expert on cultural differences in the workplace, Haydn focuses on helping generations work together better with a combination of clear insight, humor, and practical advice.

In today’s conversation, Daniel, Peter, and Haydn discuss some of the most challenging aspects of having five generations in the workplace at the same time.

Tune in to learn:

  • The new “life stage” that impacts the modern workplace
  • Three things leaders can do to improve generational relationships in the workplace
  • The value of “leaning into the negative” when it comes to retaining employees

Leaders can bridge a lot of divides simply by being curious, says Haydn. “You go online and find a list of nine things to know about Gen Z–that’s a list of whats, and whats are good, but whats divide us. Whys lead to great conversations.”

Questions, comments, or topic ideas? Drop us an e-mail at podcast@stewartleadership.com.

In this episode:

:54 – Introduction: Haydn Shaw

4:04 – Life Stages vs. Generational Differences

7:37 – How to Improve Generational Relationships in the Workplace

11:04 – The Role of Empathy and Humility in Managing Generational Differences

19:10 – How to Implement “Co-Mentoring”

29:27 – How to Retain Millennial and GenZ Employees

32:30 – Lightning Round

Resources:

Haydn Shaw LinkedIn

People Driven Results

Sticking Points: How to Get 5 Generations Working Together in the 12 Places They Come Apart

Why Half of What You Hear About Millennials is Wrong,” TEDx Talk, Haydn Shaw

Stewart Leadership Insights and Resources:

Executive Presence in Gen X Leaders

Here Come the Zoomers!

3 Tips in Working with Your Millennial New Hires

6 Tips for Improving Your Active Listening Skills

5 Retention Metrics Every Leader Should Track

10 Tips to Level Up Your Mentor Relationships




If you liked this episode, please share it with a friend or colleague, or, better yet, leave a review to help other listeners find our show, and remember to subscribe so you never miss an episode.

For more great content or to learn about how Stewart Leadership can help you grow your ability to lead effectively, please visit stewartleadership.com and follow us on LinkedIn, Instagram, and YouTube.

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Managing Generational Differences

Managing Generational Differences

Daniel & Peter Stewart