112: How to Lead Boomers, Gen Z, and Everyone In Between with Jackie Dacanay (replay from HR Retail)

“Ugh that generation is so entitled!” But are they really? As Jackie Dacanay shares, “The problem isn’t Gen Z asking so much, it’s not having the conversation early enough.”

So how do you lead a team made up of Gen Z, Millennials, Gen X, Boomers especially when there are unspoken biases, stereotypes, and different values at play?

In this fireside chat I had at HR Retail, I talk with Jackie Dacanay, Northern California Regional Director of Service Culture & Engagement at Fairmont Hotels, about how to build inclusive, values-aligned workplaces that actually support multi-generational teams—and boost retention while doing it.

Also: Did you know Jackie’s a hula champion and motorcyclist? And I’ve been doing Muay Thai (yes, Thai kickboxing—the art of 8 limbs, punching, kicking, knees and elbows!) for 21 years. So, we know a thing or two about discipline and collaboration 👊🏽

In this replay we talk about:

• How Fairmont improved retention from 50% → 80% using values-based coaching
• Why younger employees expect growth within 6–8 months (and what to do about it)
• How to create consistent, non-performative conversations around failure
• The coaching & mentoring frameworks Jackie built to support every level—not just execs
• Repositioning “growth” beyond just titles and raises

Hot tip from Jackie:
“Luxury isn’t about fancy words. It’s about emotional connection.”

Resources Mentioned:

Jackie’s LinkedIn and YouTube

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