Two powerful concepts were found within the inspiration and wisdom from Rudyard Kipling’s "If" and Robert Frost’s "The Road Not Taken".
If Two Roads is a podcast about what it means to live thoughtfully and deliberately in that world.
This show explores the wide-ranging intersections of personal experience and public life: how we grow, what we value, how we make decisions, and how we respond to the pressures of money, work, relationships, culture, and change. Some episodes dig into timeless ideas about character, self-discipline, or resilience. Others examine how large systems—like the economy, technology, or politics—shape the lives of everyday people.
The goal isn’t to offer simple answers. It’s to create space for deeper reflection and honest conversation. To ask better questions. And to share stories and insights that help us find clarity at life’s many crossroads.
If Two Roads started as a personal project. For a long time, I felt like I was constantly adapting to the world around me—shifting between careers, weathering financial storms, dealing with family complexity, and wrestling with what kind of man I wanted to be. I’ve worn a lot of hats: veteran, oilfield worker, business owner, student, parent. With every transition came questions—about identity, purpose, money, meaning, and whether I was on the “right” path, or just the familiar one.
While I’ve made some great things happen in my life, I’ve also made my fair share of mistakes. This podcast is partly about making peace with those moments—mining them for meaning, growth, and maybe even humor. My hope is that by reflecting honestly on the road I’ve taken, I can help others make more intentional, informed, and fulfilling choices in their own lives.
Whether you're trying to make sense of your finances, sort through a life transition, or simply want to hear thoughtful conversation about the world we live in, I invite you to walk this road with me.
New episodes drop regularly. Subscribe wherever you get your podcasts—and welcome to the journey.
If you can keep your head when all about you
Are losing theirs and blaming it on you,
If you can trust yourself when all men doubt you,
But make allowance for their doubting too;
If you can wait and not be tired by waiting,
Or being lied about, don’t deal in lies,
Or being hated, don’t give way to hating,
And yet don’t look too good, nor talk too wise:
If you can dream—and not make dreams your master;
If you can think—and not make thoughts your aim;
If you can meet with Triumph and Disaster
And treat those two impostors just the same;
If you can bear to hear the truth you’ve spoken
Twisted by knaves to make a trap for fools,
Or watch the things you gave your life to, broken,
And stoop and build ’em up with worn-out tools:
If you can make one heap of all your winnings
And risk it on one turn of pitch-and-toss,
And lose, and start again at your beginnings
And never breathe a word about your loss;
If you can force your heart and nerve and sinew
To serve your turn long after they are gone,
And so hold on when there is nothing in you
Except the Will which says to them: ‘Hold on!’
If you can talk with crowds and keep your virtue,
Or walk with Kings—nor lose the common touch,
If neither foes nor loving friends can hurt you,
If all men count with you, but none too much;
If you can fill the unforgiving minute
With sixty seconds’ worth of distance run,
Yours is the Earth and everything that’s in it,
And—which is more—you’ll be a Man, my son!
Two roads diverged in a yellow wood,
And sorry I could not travel both
And be one traveler, long I stood
And looked down one as far as I could
To where it bent in the undergrowth;
Then took the other, as just as fair,
And having perhaps the better claim,
Because it was grassy and wanted wear;
Though as for that the passing there
Had worn them really about the same,
And both that morning equally lay
In leaves no step had trodden black.
Oh, I kept the first for another day!
Yet knowing how way leads on to way,
I doubted if I should ever come back.
I shall be telling this with a sigh
Somewhere ages and ages hence:
Two roads diverged in a wood, and I—
I took the one less traveled by,
And that has made all the difference.
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