A kid named Marcus emailed me three years ago. Twenty-six years old. Just started a sales job at a company I used to work with. His boss gave him my name and said, “Call this guy. He knows things.”
I almost didn’t reply. I was busy doing nothing. Golf, errands, the usual retirement shuffle. What was I going to teach a kid about sales in 2023?
I replied anyway. We met for coffee. One hour turned into two. He asked questions I hadn’t thought about in years. Questions that made me remember why I was good at what I did.
That was three years ago. We still meet once a month. And I’ll tell you something I didn’t expect: he’s not the one who changed the most.
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01. WHAT HAPPENED IN MY HEAD
When you stop working, your brain loses something it doesn’t tell you it needs: problems to solve. Not stress. Not deadlines. Just the daily act of thinking through something hard and coming up with an answer.
Marcus brought that back. Every time we talked, he’d lay out a situation—a tough client, a pricing problem, a deal that was stalling—and I’d have to think. Not about my problems. About his. And somehow, that made my brain work better on everything else.
The research backs this up. A study found that older adults who had regular social interactions experienced 70% less cognitive decline than those who rarely interacted. Sociologists at the University of Toronto found that giving advice to others actually gives your own life more meaning. Not just feeling useful. Being useful.
Mentoring isn’t charity. It’s a workout for your brain disguised as a favor for someone else.
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02. WHY YOUNGER PEOPLE NEED YOU MORE THAN YOU THINK
Marcus is smart. He has a degree, a phone full of apps, and access to more information than I had in thirty years of working. But he doesn’t have the one thing that takes time to build: judgment.
He can Google any question. He can’t Google the feeling you get when a deal is about to fall apart. He can’t Google how to read a room. He can’t Google when to push and when to shut up.
That’s what you have. Decades of pattern recognition built by doing the work. The instinct that says “something’s off here” before the data proves it. Young people can’t find that online. They need it from someone who’s lived it.
Experience isn’t something you use up. It’s something that gets more valuable the more you share it.
03. HOW TO START WITHOUT MAKING IT WEIRD
Nobody wants to be cold-called by a retired guy who wants to “share his wisdom.” That’s how you end up in someone’s spam folder. Here’s how it actually works:
▸ Start with one person. Not five. Not a program. One person you already know or know of. A friend’s kid who just started in your old field. A young employee at a company you worked with. A nephew who’s struggling with a career choice.
▸ Offer, don’t push. Say: “If you ever want to grab coffee and talk about the business, I’m around.” That’s it. Light touch. No pressure. If they take you up on it, great. If not, move on.
▸ Meet on their schedule. Once a month is plenty. More than that and it starts to feel like an obligation. A monthly coffee or a thirty-minute call keeps it easy for both sides.
▸ Listen more than you talk. The biggest mistake mentors make is lecturing. Ask questions. Find out what they’re stuck on. Then share a story from your own experience that fits. Stories land better than advice.
04. WHERE TO FIND SOMEONE IF YOU DON’T KNOW ANYONE
▸ SCORE. It’s a nonprofit that matches retired professionals with small business owners who need advice. Free. Nationwide. You sign up, they match you. The meetings are usually virtual. The entrepreneurs are hungry for help. It’s the easiest on-ramp I know of.
▸ Your local community college. Call the career services office. Tell them you have thirty years of experience in your field and you’d like to mentor a student or two. They’ll find someone for you before the call is over.
▸ Trade groups and alumni networks. Most industry associations have formal mentoring programs. So do college alumni groups. These give structure to the relationship so you don’t have to figure it out yourself.
Q. I’m not sure I have anything worth teaching. My career was pretty ordinary.
A. You survived thirty years. You managed people. You met deadlines. You dealt with bad bosses, tight budgets, and problems nobody trained you for. That’s not ordinary. That’s a masterclass in showing up. The kid across the table hasn’t done any of that yet. To them, you’re ten chapters ahead in a book they’re just starting. That’s plenty.
05. A QUESTION I GET ASKED
He got promoted. Regional sales manager. Twenty-nine years old. He called me the day it happened.
He said, “I wouldn’t have gotten this without you.”
That felt good. I won’t pretend it didn’t.
But here’s what I didn’t tell him. In those same three years, I read more, thought more clearly, and felt more engaged with the world than I had since I left work. My wife noticed. My doctor noticed. I noticed.
I went into it thinking I was giving something away. Turns out I was building something I didn’t know I’d lost.
One person. One coffee a month. That’s all it takes.
Find your Marcus.
— Walter
P.S. Have you mentored someone? Or did someone mentor you in a way that changed your path? Hit reply and tell me. These are the stories I look forward to most.


