Gen X, Gen Z, Boomers & Millennials: Gabby Rosely decodes how the generations can all get along at work Artwork

The Gen X/Z Exchange

You might be wondering why you aren’t happier, where your career is going, or feeling adrift without a clear sense of direction. You’re asking, “How do I figure out what I’m even supposed to be doing?”

If you feel that familiar knot of confusion, dissatisfaction, or just plain stuckness, you've just found your kindred spirits.

This is The Gen X/Z Exchange. Where a Gen X dad and his Gen Z daughter bridge the generational divide to tackle modern life’s biggest headaches.

These aren't just your problems, they're the unspoken struggles of an entire generation - or two!

You're not alone in battling the quiet anxieties of a life that feels off-kilter. Happiness can be hard to find. Perhaps concerns about your mental and physical wellbeing are always bubbling away. Your most important relationships might feel strained, or the relentless demands of your career and finances are leaving you exhausted. These are the universal whispers that, surprisingly, span generations. We can help you untangle all this.

Chris has navigated layoffs, career pivots and found happiness after the infamous midlife slump, while Lily is figuring out her career after changing her degree path and reflecting on her early choices in the world of work. Our different generational viewpoints bring new ideas to tackling the big issues we’re both grappling with.

We chat about all this with honesty, realism and the openness a father-daughter relationship brings.

Our candid conversations will help you realise that you’re not alone in feeling this way too. You’ll gain fresh perspectives, practical insights, and the comforting realisation that many of your worries are universal – and solvable.

We’ll get to the heart of your frustrations, offering solutions we figure out together that you won't find anywhere else.

Hit follow and join us.

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The Gen X/Z Exchange

Gen X, Gen Z, Boomers & Millennials: Gabby Rosely decodes how the generations can all get along at work

December 03, 2025 • Chris and Lily Perkins • Episode 14

Ever wondered why your boss, your mentor, or your Gen Z colleague just doesn’t seem to “get” how you work? Or why feedback that fires up one generation can shut down another?

Chris and Lily sit down with Gabby Rosely - former competitive swimmer turned entrepreneur, corporate leader and now multigenerational teams expert - to unpack the real reasons behind generational friction at work.

Gabby has managed teams spanning Boomers to Gen Z while still in her twenties, and she’s here to share what actually helps us connect, communicate, and collaborate across age divides.

You’ll learn:

The surprising historical forces that shaped each generation’s work style
Why “Engage-Discuss” vs. “Command-Obey” is the key model to understanding generational differences
How different generations view and want to receive feedback - and how to adapt when it’s not your style
Whether gender plays a role in these workplace dynamics
The story behind Gabby’s 77-year-old mentee - and her personal motto, “Say yes before you’re ready!”

Whether you’re managing, mentoring, or just trying to get along in a multigenerational team, listen in and you’ll discover how to bridge the gap - and build a workplace where every generation thrives.

Hit play now and decode the generations with us.

3.10 Intro to Gabby

4.20 Gabby’s story

6.53 Historical influences shaping each generation (7.33 Boomers; 9.13 Gen X; 12.04 Millennials; 13.55 Gen Z)

12.34 Engage-Discuss vs Command-Obey

15.49 How the generations connect and motivate people at work (16.12 Boomers; 17.20 Gen X; 19.45 Millennials; 20.40 Gen Z)

21.18 Different generational views on feedback

23.06 How to avoid getting it wrong with other generations

27.27 Is there a gendered element to these challenges?

32.03 How each generation wants to receive feedback (32.15 Gen Z; 32.54 Millennials; 33.16 Gen X; 33.56 Boomers)

34.30 How to respond if feedback doesn’t meet your preferences

36.08 Gabby’s 77-year-old mentee