Videos

Feb. 8, 2026

The Best Entrepreneurs Never Stop Learning

The Best Entrepreneurs Never Stop Learning

The most successful people we’ve ever had on the show all have one thing in common: they never stop learning. If learning ends when school ends, entrepreneurship won’t last six months. Business is too dynamic, too unpredictable, and too demanding to run on gut alone. Growth belongs to the curious.…

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Feb. 6, 2026

Simplicity Wins in Trading

Simplicity Wins in Trading

Clarity doesn’t come from complexity — it comes from observation. This moment is a masterclass in structured thinking: write down what you know, what you don’t know, and what you can’t explain yet. Over time, patterns reveal themselves, and better decisions follow. This applies far beyond trading. #DwayneKerrigan #TheDwayneKerriganPodcast #MentalModels…

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Feb. 5, 2026

Podcasts Are the New Classroom

Podcasts Are the New Classroom

Podcasts aren’t just content — they’re modern education. In this episode of The Dwayne Kerrigan Podcast, Sarah Jeanneault reframes podcasts as today’s lecture hall: a place to hear different perspectives on the same ideas and sharpen critical thinking. Growth doesn’t come from echo chambers. It comes from listening deeply and…

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Feb. 4, 2026

Financial Literacy, Education Gaps, and Reinventing Yourself with Sarah Jeanneault

Financial Literacy, Education Gaps, and Reinventing Yourself with Sarah Jeanneault

Sarah Jeanneault shares her unconventional journey from struggling with math in school to becoming a respected leader in fintech, trading education, and enterprise knowledge management. She and Dwayne Kerrigan explore the deep gaps in financial literacy, why traditional education often fails to prepare people for real-world decision-making, and how learning…

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Feb. 3, 2026

Finding Grace In The Suffering

Finding Grace In The Suffering

What you’re calling suffering might actually be the life you once asked for. In this episode of The Dwayne Kerrigan Podcast, Robyn Benincasa shares a profound leadership lesson: learning to find grace inside the struggle. The difference isn’t whether you suffer — it’s how you carry it, and whether you…

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Feb. 2, 2026

Setbacks Don't Define You, Comebacks Do

Setbacks Don't Define You, Comebacks Do

You are not defined by your setback — you’re defined by your comeback. In this episode of The Dwayne Kerrigan Podcast, Robyn Benincasa shares how helping survivors turn recovery into adventure creates a total identity shift — from “the person everyone worries about” to badass endurance athlete. When people see…

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Feb. 1, 2026

Why Failing More Brings Quicker Success

Why Failing More Brings Quicker Success

You don’t “get it right” once — you earn it hundreds of times. This clip reframes failure as progress: each attempt knocks another rep off the total needed for mastery. Keep showing up, keep failing forward, and one day it just works — under pressure. That’s how champions are built.…

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Jan. 30, 2026

Emotions Shouldn’t Run Your Life

Emotions Shouldn’t Run Your Life

Feelings matter — but they don’t get to drive the boat. In this episode of The Dwayne Kerrigan Podcast, Robyn Benincasa shares a powerful distinction: emotions are signals, not commands. Progress happens when you learn to acknowledge how you feel without letting it stop you from moving forward. Motion creates…

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Jan. 29, 2026

Trust Is the Foundation of Great Teams

Trust Is the Foundation of Great Teams

World-class teams aren’t built on talent alone — they’re built on trust. In this episode of The Dwayne Kerrigan Podcast, Dwayne breaks down what real team culture requires: belief in one another, direct communication, and zero tolerance for whispering or backstabbing. When everyone knows they’re walking side by side toward…

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Jan. 28, 2026

Commitment When It’s Not Fun with Robyn Benincasa

Commitment When It’s Not Fun with Robyn Benincasa

In Part 2 of this powerful conversation, Robyn Benincasa returns to go deeper on one of the most misunderstood elements of leadership: commitment when motivation fades. Drawing from decades of adventure racing, firefighting, and nonprofit leadership, Robyn explains why elite teams don’t wait to feel ready — they move forward…

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Jan. 27, 2026

Why Wasted Potential Hurts So Much

Why Wasted Potential Hurts So Much

Wasted potential hurts more than hard work. In this episode of The Dwayne Kerrigan Podcast, Dwayne shares a deeply personal truth: when you know you’ve been given gifts, skills, and resilience, not using them feels like a betrayal of who you’re meant to be. Purpose isn’t pressure — it’s responsibility.…

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Jan. 26, 2026

Why Progress Makes Us Feel Alive

Why Progress Makes Us Feel Alive

If you’re not progressing, it can feel like you’re standing still — even when life looks “good.” This moment is a reminder that the human spirit thrives on mission, momentum, and meaningful goals. Growth isn’t passive. Fulfillment comes from choosing the current and swimming anyway. That’s where life feels alive.…

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Jan. 24, 2026

Leadership That Creates A Ripple Effect

Leadership That Creates A Ripple Effect

Leadership isn’t just about results — it’s about the people you influence along the way. In this episode of The Dwayne Kerrigan Podcast, Robyn Benincasa reflects on mentorship, coaching, and the ripple effect every leader creates — whether in business, community, or family. Great leadership leaves a legacy in people,…

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Jan. 23, 2026

Why Ego Destroys Great Teams

Why Ego Destroys Great Teams

Elite teams aren’t built on ego — they’re built on awareness, sacrifice, and trust. In this episode of The Dwayne Kerrigan Podcast, Robyn Benincasa shares what separated the world’s best teammates from everyone else: the willingness to leave ego behind, speak up when someone is struggling, and give up your…

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Jan. 22, 2026

Why Purpose Matters More Than Anything

Why Purpose Matters More Than Anything

When things get hard, purpose is what holds the line. This moment is a powerful reminder that the strongest “why” isn’t abstract — it’s human. It’s the people you refuse to let down. That connection is what fuels perseverance long after motivation fades. Purpose isn’t optional. It’s foundational. #TheDwayneKerriganPodcast #PurposeOverEverything…

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Jan. 21, 2026

Teamwork, Purpose, and Leaving Ego at the Start Line with Robyn Benincasa

Teamwork, Purpose, and Leaving Ego at the Start Line with Robyn Benincasa

Dwayne Kerrigan sits down with world-class endurance athlete, firefighter, nonprofit founder, and keynote speaker Robyn Benincasa to unpack what truly separates great teams from the rest. Drawing from decades of extreme adventure racing, Robyn shares how elite teams win not by being the most talented, but by being the most…

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Jan. 20, 2026

Luck Is Labor Under Correct Knowledge

Luck Is Labor Under Correct Knowledge

Hard work matters..But so does recognizing the moment when opportunity shows up. This conversation is a reminder not to discount yourself — seeing opportunity, choosing it, and acting on it is a skill. Luck is labor under correct knowledge. Catch the full conversation on The Dwayne Kerrigan Podcast. #DwayneKerrigan #TheDwayneKerriganPodcast…

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Jan. 19, 2026

Self-Forgiveness Changes Everything

Self-Forgiveness Changes Everything

You can’t punish yourself into becoming better. This moment is a reminder that accountability without forgiveness becomes self-destruction. Growth happens when you face your mistakes honestly and release the weight of them. Forgive yourself. Learn the lesson. Move forward stronger. Catch the full conversation on The Dwayne Kerrigan Podcast. #DwayneKerrigan…

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Jan. 18, 2026

Same Isn't Growth

Same Isn't Growth

Not every “support group” supports your growth. This clip is a powerful reminder that real progress often comes from friction — from people who see what you can’t, challenge your thinking, and refuse to simply validate you. Ask yourself: Who stretches me? Who brings perspective? Who helps me grow —…

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Jan. 16, 2026

Clarity Takes Time

Clarity Takes Time

Most people can list what they hate in seconds. Very few take the time to list what actually lights them up. In this episode of The Dwayne Kerrigan Podcast, Michael Grandjean shares a simple but powerful practice: creating space, removing distractions, and writing the list that empowers you. Stay long…

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Jan. 15, 2026

The Moment Everything Changed

The Moment Everything Changed

You can know something for years… But transformation happens in the moment you embody it. This powerful story is a reminder that clarity isn’t intellectual — it’s physiological. There’s a moment where you feel it, choose it, and move forward without looking back. That moment is everything. Catch the full…

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Jan. 14, 2026

Forgiving Yourself and Rebuilding After Failure with Michael Grandjean

Forgiving Yourself and Rebuilding After Failure with Michael Grandjean

In Part 2 of this conversation, Michael Grandjean shares the emotional and psychological turning point that allowed him to rebuild his life and career after profound loss. From a raw moment of self-forgiveness in the mountains of Morocco to the daily discipline of “kicking the can,” Michael walks through the…

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Jan. 13, 2026

The King Has One More Move

The King Has One More Move

Rock bottom doesn’t mean checkmate. This story is a powerful reminder that perspective changes outcomes. When it feels like there are no options left, there’s often one move you haven’t seen yet. Pause. Look again. Make the move. Catch the full conversation on The Dwayne Kerrigan Podcast. #DwayneKerrigan #TheDwayneKerriganPodcast #MentalStrength…

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Jan. 12, 2026

Why You Need Clarity Before Chasing the Goal

Why You Need Clarity Before Chasing the Goal

A goal without clarity isn’t a goal — it’s a guess. In this episode of The Dwayne Kerrigan Podcast, Dwayne reflects on a moment many entrepreneurs reach: hitting a big number, thinking “this is it,” and realizing later they didn’t actually define what the goal meant. Net vs. gross. Freedom…

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