I’ve been thinking a lot lately about how real change happens, not just in systems or institutions, but in people.
The first time I learned about the Underground Railroad was in grade school. I didn’t know the word “subversive,” but I knew it was brave. People of all hues risking comfort, safety, everything, to give someone else a shot at freedom.
What struck me was how much agency they had, even in the darkest circumstances. As a kid, I wondered if I’d ever have the courage to risk it all for someone else. As an adult, I see that our challenges today look different, but the need for courage hasn’t gone away. It just shows up in new forms.

My journey from foster care to CEO has taught me something:
Equity isn’t accidental. It is built together, one opened door at a time.
And I’ve been blessed. People in my corner, Black, white, Latino, and others, have extended themselves for me. And I’ve tried to do the same. Years ago, I shared with someone that I wanted to serve on a corporate board. He brushed me off. A few months later, another man in the same industry listened, believed, and opened a door. That difference changed my trajectory. It reminds me that the spirit of the Underground Railroad lives on, when we step beyond comfort, see the potential in others, and act on it.
Last month, I wrote in The St. Louis American that entrepreneurship and leadership are modern-day escape routes. Not just from economic struggle, but from the generational patterns that keep people stuck. The Underground Railroad of the 1800s wasn’t a train, and it wasn’t underground , it was a lifeline.
Today, the barriers aren’t iron shackles. They’re wage gaps, lack of access to capital, closed networks. And yes, sometimes, they show up in our own mindset. That doesn’t mean we haven’t made progress. We have. And we can make more, if we stay intentional about it.
Freedom isn’t accidental.
It takes courage.
It takes coordination.
It takes people who are willing to open the way , and people who are ready to walk through, grow, contribute, and reach back to lift someone else.
But let me be clear, when you get your shot, you’ve got to shoot it.
Take it. Show up. Learn what you’re supposed to learn. Do what you’re supposed to do. No excuses.
This isn’t about blame, this is about truth. If all things are equal and you simply didn’t deliver, then that shot won’t stay yours. And it shouldn’t.
Do the work to deliver.
Do the work to learn.
Do the work to execute.
Do the work that’s within your ability, and ask for help when it’s not.
And if you don’t do these things, if you get the opportunity but don’t meet the moment, then don’t cry foul. Don’t say the system didn’t work if you never actually did your part. This isn’t subjective. Accountability is part of the freedom equation, too.
What if today’s Underground Railroad isn’t hidden at all?
What if it looks like mentors who return your call, investors who bet on people not just models, leaders who pull up extra chairs instead of building higher walls?
Opportunity alone isn’t enough, you can’t outwork a door that’s locked shut. But when a door does open, you have to walk through ready to deliver.
Maybe for you, it’s hiring someone whose background doesn’t match the usual pattern.
Maybe it’s giving feedback that helps someone rise instead of shrink.
Maybe it’s just pausing long enough to say, “I see something in you.”
I may be an accidental banker, but I am intentional about the legacy I leave. My hope is that we, together, keep building escape routes that don’t just change lives, but transform generations.
Because the new Underground Railroad isn’t made of tracks. It’s made of us.
So I’ll ask:
Whose path will you clear?
Whose escape route will you help build?
And when the door opens, will you be ready to walk through it and make it count?
Lord, help me to see what You’ve placed in my hands. Give me the wisdom to steward it well, the courage to release it, and the faith to believe that You can multiply even my small part for Your greater glory.
- Prayer
Hi, I’m Orvin Kimbrough, volunteer, board director, chairman, and CEO. I help professionals move from feeling stuck to being strengthened by reshaping how they think, lead, and live. My work focuses on confidence, leadership, and influence through mindset shifts, expanded networks, and bold, values-aligned action. My perspective is rooted in lived experience, from growing up in foster care to leading complex institutions as a CEO and shaped by faith, resilience, and a deep belief in human potential.
Books for Every Stage
A memoir often described as a leadership guide wrapped in an honest, relatable story of perseverance, healing, and growth. It explores how pain can be reframed into purpose and how ordinary people build meaningful lives through courage and clarity.
Written for teens and young adults, this book encourages confidence, resilience, and identity formation during the years when self-belief is being shaped.
A children’s book that gently introduces big ideas like belonging, courage, and hope, helping young readers see themselves as more than their circumstances
INTRODUCING: The Thriver’s Path™
This blog is part of The Thriver’s Path™—a growing ecosystem of writing, courses, reflections, and community designed to help people of all ages reframe their thinking, reclaim their agency, and take their next meaningful move.
→ Ready for your next move?
Explore more writings, resources, and ways to engage at orvinkimbrough.com, or join the conversation inside the Thrivers Club™ community.
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