Mentoring Someone Older Than You? Here’s How to Do It Well

At CWC Edge, we believe good leadership and personal development are never one-directional. One of the most interesting — and sometimes uncomfortable — challenges we hear about is this:

“How do I mentor someone older than me?”

It’s a valid question. Maybe you’ve found yourself in a leadership role, or you’ve built up specific knowledge in a certain area, and suddenly you’re mentoring someone with 10, 15, even 20 years more life or career experience. It can feel a bit strange at first, but it’s more common than you think.

Here’s the good news: With the right mindset, mentoring someone older than you can be one of the most rewarding professional relationships you’ll ever have.

1. Acknowledge the Difference — Then Focus on Value

Let’s be honest. The age gap can feel awkward initially, especially if it’s noticeable. But mentoring isn’t about who's older — it’s about who can help who move forward. If you’ve got something to offer — insight, experience in a specific area, a fresh perspective — that’s the value.

Own it. Respectfully, of course.

2. Respect Comes First — Always

This one’s simple. Just because you’re the mentor doesn’t mean you’ve “seen more” or “done more.” Chances are, the person you’re mentoring has a wealth of experience behind them. Acknowledge that. Ask questions. Show genuine curiosity about their background.

It sets the tone for a mentoring relationship based on mutual respect, not hierarchy.

3. You Don’t Need to Know Everything

In fact, trying to act like you do can create distance. Be honest. If something comes up that’s outside your wheelhouse, say so. You’re allowed to learn during this process, too.

Sometimes, the best mentors are the ones who say, “That’s a great question — I’m not sure, but let’s explore it together.”

4. Focus on Progress, Not Position

Forget who’s been in the game longer. Instead, focus on where you’re both going.

Mentoring is about movement. Whether you're helping someone adapt to a changing industry, step into leadership, or navigate a career shift, it’s all about progress.

Agree on the goals. Revisit them often. And celebrate small wins together.

5. Be Confident in What You Bring

You were asked to mentor for a reason. Maybe you’ve led a high-performing team. Maybe you’ve built something from scratch. Maybe you’ve developed a skillset that’s relevant right now.

Whatever it is, own it — without arrogance. Quiet confidence paired with authenticity is powerful. And it builds trust quickly.

6. Mentoring Across Generations Builds Stronger Teams

When you mentor someone older than you — and do it well, you’re breaking down outdated assumptions about age and authority. You’re building bridges. You’re proving that learning and growth can (and should) happen at any stage of life or career.

And that’s exactly the kind of thinking modern organisations need.

In Summary

Mentoring someone older than you might feel awkward to begin with, but it’s nothing to fear. Lead with respect, bring confidence in your strengths, and stay open to what you can learn along the way. You’ll not only make an impact — you’ll grow too.

At CWC Edge, we support professionals from all backgrounds — whether you’re stepping into leadership, transitioning from the military or emergency services, or just looking to become a better version of yourself.

Need help navigating mentoring relationships or developing leadership confidence?
We’d love to chat.