Outside Your Usual Circles


 The people who raised us gave us a lot. God bless them — I mean that. The work ethic, the values, the way you treat people. Most of what I know about showing up and doing right by folks, I learned at home.


But here's a truth that took me a while to get comfortable with: the people who raised us can't teach us what they never learned.


That's not an insult. It's just math. If everybody you know learned the same things from the same people, then everybody you know has the same toolbox. And some jobs need tools that aren't in that box.


I think about this when I think about breaking generational poverty. People talk about it like it's only about money, but a lot of it is about information. If no one in your circle has ever bought a house, started a business, or negotiated a salary, then nobody in your circle can walk you through it. Not because they don't love you. Because they've never done it. Same inputs, same outputs — that's what a cycle is.


The research backs this up, by the way. A Harvard study found that students who had mentors went on to earn somewhere between $1,800 and $5,300 more per year as adults — and they were a lot more likely to go to college in the first place. That's a cycle breaking in real time.


The way out isn't to reject your people. It's to add new voices. There are really three doors, and you can walk through any of them:


A mentor — somebody who's been where you're trying to go. You don't need a formal program. You need one person who's a few steps ahead and willing to answer honest questions.


Books — the cheapest mentors there are. Somebody spent years learning something hard and then wrote it down for twenty bucks. That's an absurd bargain.


Formal education — a class, a trade school, a degree, a certification. Structured learning from people who do the thing every day.


I've been on the receiving end of this more times than I can count. Looking back, I had mentors in middle school, in high school, in college — I just didn't know to call them that at the time. I didn't have the word for it. But they were there: people who saw something in me and took the time.


The one I think about most is Bruce Seager. Bruce is the one who brought me into the affordable housing world. He mentored me through my first year, and I can't overstate how critical that year was. I wouldn't be doing what I'm doing today without him.


One of the first things he taught me: take a big, complicated project and break it down into smaller, doable steps. Mini-projects. Project Management 101, basically — and I still do it that way today. He gave me information I didn't have and experiences I couldn't have gotten on my own. That's what a mentor does — they hand you tools for your box that your own circle couldn't have given you, because they didn't have them either.


Here's what matters: you don't throw away what your first teachers gave you. You add to it. The work ethic from your dad, the toughness from your mom, the values from your home — those are the foundation. New information goes on top of the foundation. It doesn't replace it.


That's how a family business goes to the next level, too. The first generation builds it with grit and long hours. The second generation keeps the grit and adds something the first one didn't have — maybe it's bookkeeping, maybe it's marketing, maybe it's a mentor who shows them a better way to price a job. Every generation should add a tool to the box. That's not disrespect for what came before. That's the whole point of what came before.


And the numbers back this up. The SBA points to a survey where 70 percent of small businesses with mentors survived more than five years — double the rate of the ones going it alone.


And here's the part nobody tells you: you never arrive.


There's a temptation, once things start working, to think you've got it figured out. The business is stable. The bills are paid. You made it. And that's exactly when the learning has to keep going — because the world doesn't stop moving just because you caught up to it. The tools that got you to this level aren't the tools that get you to the next one. The day you decide you've arrived is the day you start falling behind.


One more number for you: a Sun Microsystems study found that mentored employees got promoted five times more often than people without mentors. And the mentors themselves? Six times more likely to be promoted. Turns out teaching is learning, too.


The people who keep growing are the ones who never graduate. They stay curious on purpose.


So no, don't knock your circles. Learn everything you can from them, and be grateful for it. Then go find the rooms you haven't been in yet, the books you haven't read, the people who know things you don't. Bring it all back home.


That's how you grow. That's how you break a cycle. That's how the next level happens.

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