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

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“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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