From Boomers to Zoomers: Mastering the Art of Connecting with Gen Z

By Mitch Jackson ⚖️ (@mitch.social)
Published:

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I recently had the opportunity to consult with and present to senior partners at a law firm about something many of us are navigating—how to connect with Gen Z.

The discussion started with workplace dynamics but quickly expanded into strategies for building rapport with Gen Z clients, witnesses, and everyday interactions.

From the expressions on everyone’s faces and the feedback shared during the Zoom, it was clear the conversation resonated and added value and so I thought, why not share some of the highlights with you?

🎯 First Things First: Who Is Gen Z?

Born roughly between 1997 and 2012, Gen Z is the first generation to grow up entirely online. They’ve never experienced a world without Google, smartphones, or social media. Think about it: they’re digital natives who text more than they call, expect on-demand answers, and value inclusivity and authenticity above all else.

They get tech like AI, Web3 and the Metaverse.

They wonder why you don't.

But here’s the kicker—they’re not just tech-savvy; they’re also purpose-driven. They want a paycheck; they want work that aligns with their values. They’re builders, clients and conscious owners, employees and consumers. These traits shape how they think, work, and communicate.

Let’s set the stage with some quick stats:

• By 2025, Gen Z will make up 27% of the workforce.

• 86% say technology is essential to their daily lives and relationships.

• 60% identify as early adopters of new tech like AI.

• They’re 2.5 times more likely to purchase tech with sustainable attributes.

Whether you’re engaging a Gen Z colleague, client, or collaborator, the key is understanding what makes them tick.

Here’s how:

1. Speak Their Language—But Don’t Try Too Hard

❌ What Not to Do: Imagine a senior lawyer saying, “Yo, this new brief is lit!”—awkward, right? Forced slang feels insincere and can backfire.

✅ What Works: Instead, prioritize clarity and authenticity. Use straightforward language and, if appropriate, reference shared experiences. For example, if you’re discussing a case, you might say, “This situation reminds me of how we navigate online terms and conditions—easy to overlook the fine print, but it matters.”

Why It Matters: Gen Z values authenticity. They can sniff out insincerity a mile away, so focus on being genuine rather than trendy.

2. Leverage Technology Like a Pro

❌ What Not to Do: Insisting on phone calls for every update when Gen Z prefers quick texts or emails. Or worse—using outdated platforms that make communication feel clunky.

✅ What Works: Adopt tools they’re familiar with and can use on their phones, like Slack, Google Docs, or Zoom. If you’re collaborating, try saying, “Let’s set up a shared doc for this—it’ll save us both time.” The key is to show you’re adaptable without making them feel like you’re struggling to keep up.

Why It Matters: Tech isn’t just a tool for Gen Z; it’s an extension of how they process the world. Meeting them where they are shows respect for their workflow.

3. Show You Care About the Bigger Picture

❌ What Not to Do: Dismissing concerns about sustainability or social impact as “idealistic” or “beyond the scope of work.”

✅ What Works: If a Gen Z client expresses concerns about a project’s environmental impact, acknowledge it. Say something like, “I see why this matters to you. Let’s explore options that align with those values.” Even if you can’t fully meet their expectations, showing you care builds trust.

Why It Matters: Gen Z thrives on purpose. Addressing their concerns, even tangentially, signals you’re not just about the bottom line.

4. Offer Feedback—And Invite It Back

❌ What Not to Do: Delivering criticism without context or making it feel like a one-way street.

✅ What Works: Frame feedback as part of a dialogue. For instance: “Your approach here was creative—I wonder if we could tweak it slightly for a clearer impact. What do you think?” This way, it’s not just about giving direction; it’s about collaboration.

Why It Matters: Gen Z values transparency and mutual respect. Inviting their perspective fosters a sense of partnership rather than hierarchy.

5. Be Inclusive—But Avoid Tokenism

❌ What Not to Do: Highlighting diversity efforts in a way that feels performative. For example, “We’re really proud to have a Gen Z perspective on the team!”—it might come across as patronizing.

✅ What Works: Instead, integrate inclusivity naturally into discussions. If you’re brainstorming, say, “Your perspective could really add to this—what are your thoughts?” Make their contribution about the value it brings, not just the fact that they’re young or different.

Why It Matters: Gen Z wants to feel valued for their ideas, not their demographic. Inclusivity is about action, not just words.

Wrapping It All Up

Connecting with Gen Z is about small, intentional shifts. Show them you’re listening. Adapt where you can. And above all, be real.

Because here’s the thing: this generation doesn’t just want to work with you—they want to connect with you. Do that well, and you’ll bridge a gap and build relationships that last.

And for those still stuck in the “my way or the highway” era, it’s time to face reality. The world is evolving, and you’re either in or you’re out. Get with the program—or, as Gen Z might say, “don’t get left on read.” 😂

[Yes, “don’t get left on read” is a real phrase used by Gen Z and others familiar with texting culture. It originates from messaging apps that show when a message has been “read” but not responded to, signaling that someone is being ignored or dismissed.]

Mitch | https://bsky.app/profile/mitch.social

PS- Last year I created a short 4 minute video to help private mediators connect better with Gen Z parties. If you enjoyed this post, you'll find the video helpful too. Here’s the link https://vimeo.com/831700632