Best Matt DiMauro Podcasts (2025)

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Ep. 42: What People Regret Most Before They Die 46:15

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8h ago46:15

46:15

In this episode, Matt DiMauro and Will Diesel explore the common regrets people have at the end of their lives, drawing insights from a hospice social worker's experiences. They discuss the importance of being present for loved ones, the courage to take risks, and the necessity of choosing happiness. The conversation emphasizes the value of deep co…

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Ep. 41: Listen if You Feel Lost 41:30

3d ago41:30

41:30

Ever find yourself in a season where you can’t quite tell which way is forward? This one is for you. In this episode, Matt DiMauro and Will Diesel talk about what it really means to feel lost in life and faith, and how those uncertain seasons can become sacred ground for growth. They explore how unlearning is part of being remade, how curiosity kee…

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Ep. 40: Be There Anyway 24:41

8d ago24:41

24:41

In this episode, Will Diesel explores the idea of imposterism through insights from Amy Cuddy’s book, Presence. He reflects on how imposter syndrome shapes our self-perception and limits our ability to be fully present, highlighting the role of body language and self-acceptance in reclaiming confidence. The conversation offers practical ways to mov…

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Ep. 39: Wisdom from the World’s Greatest Investor (Part 2) 38:58

10d ago38:58

38:58

In this episode, Will Diesel explores the investing principles and life wisdom of Charlie Munger, co-founder of Berkshire Hathaway. The discussion is structured around key themes from Munger's book, 'Poor Charlie's Almanac,' focusing on the importance of character in partnerships, the value of patience and preparation in investing, the necessity of…

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Ep. 38: Charlie Munger’s Timeless Investing Principles (Part 1) 33:30

15d ago33:30

33:30

In this first part of our conversation, Matt DiMauro and Will Diesel discuss key investing principles inspired by Charlie Munger, focusing on allocation, patience, and decisiveness. They explore how emotional intelligence shapes investment decisions and the importance of being prepared when opportunities arise. The discussion also highlights the ne…

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Ep. 37: Identity, Work, and the Freedom to Be Real 17:55

16d ago17:55

17:55

In this episode of Silent Service, Will Diesel explores authenticity in the workplace, discussing the disconnect between identity and corporate roles. He reflects on the illusion of corporate jobs, the generational divide in perceptions of work, and the impact of AI on employment. Drawing on Alex McCann’s article “The Death of the Corporate Job,” t…

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Ep. 36: Let's Get Political 41:38

22d ago41:38

41:38

In this thought-provoking episode of Silent Service, Matt DiMauro and Will Diesel step into difficult conversations with openness, honesty, and faith at the center. From heartfelt MEPS check-ins to discussions on mentorship, college, DEI, and the state of modern media, the hosts model what it means to “seek first to understand, then be understood.”…

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Ep. 35: To Invest or Not to Invest (Part 2) 53:21

24d ago53:21

53:21

In this episode of Silent Service, Matt DiMauro and Will Diesel continue their conversation about investing and what it really means to make wise decisions with money. They unpack the difference between type one errors, costly mistakes that can wipe out capital, and type two errors, where the only risk is missing out on upside. Along the way they s…

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Ep. 34: To Invest or Not to Invest (Part 1) 37:13

29d ago37:13

37:13

In this episode of Silent Service, Matt DiMauro and Will Diesel dig into the idea of investing, not just with money but with relationships and choices that pay off over time. Will shares how he writes down the names of people he values and makes a point to reach out, showing the importance of staying connected. Matt talks about investing as part of…

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Ep. 33: How to Know When It’s Time to Go 51:57

1M ago51:57

51:57

In this deeply reflective episode of Silent Service, Matt DiMauro and Will Diesel explore one of life’s toughest questions: how do you know when it’s time to move on? Whether it’s a career, a relationship, or a season of life, the two dive into the tension between comfort and growth, security and opportunity. They reflect on the tension between cha…

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Ep. 32: How to Put People at Ease (ft. Abby Adams) 45:59

1M ago45:59

45:59

In this episode of Silent Service, Will Diesel sits down with Abby Adams, a childcare worker, future pediatrician, and friend from his Jesuit Volunteer Corps days. Abby shares her journey of service in Spokane, what it means to build trust with kids and teens, and why being at ease with yourself is the first step to helping others feel comfortable.…

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Ep. 31: Faith, Therapy, and the Gentle Work of Healing (ft. Madison Thomas) 57:29

1M ago57:29

57:29

In this episode of Silent Service, Will Diesel sits down with therapist Madison Thomas for an honest conversation about faith, mental health, and the gentle work of healing. Madison shares her journey as a trauma therapist, why mental health is as vital as physical health, and how practices like EMDR can transform pain into peace. Together they ref…

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Ep. 30: How to Not Be So Hard on Yourself (ft. Kolbe Trovinger) 47:07

1M ago47:07

47:07

In this episode of Silent Service, Matt DiMauro and Will Diesel are joined by friend and first-time guest, Kolbe Trovinger, for a vulnerable conversation on what it means to be your own toughest critic. Together, they explore why so many of us wrestle with unrealistic expectations, self-guilt, and the constant pressure to do more. From gratitude jo…

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Ep. 29: Friendship, Work, and Purpose (ft. Thomas Zink) 52:45

2M ago52:45

52:45

In this episode of Silent Service Will Diesel sits down with his good friend and colleague Thomas Zink for a conversation that came together pretty spontaneously but turned into something really meaningful. Thomas shares his journey from growing up in Cleveland to making the move to Florida, and how loyalty, hard work, and a leap of faith opened th…

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Ep. 28: Faith & Fatherhood 48:17

2M ago48:17

48:17

In this episode of Silent Service, Matt DiMauro and Will Diesel open up about faith, family, and the legacy we leave behind. After catching up on travel, sleep, and recent reflections, the conversation turns toward Matt’s children, the heartbeat of why this podcast exists. Through thoughtful questions written as if from his kids, Matt shares honest…

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Ep. 27: Guilty Pleasures, Big Decisions, and God’s Surprises 41:50

2M ago41:50

41:50

In this episode, Will flips the script and interviews his co-host, Matthew DiMauro. From guilty pleasures and weird jobs to lessons in failure, faith, and legacy, Matt shares the habits that drive him, the surprises God has placed on his journey, and the outlook that keeps him grounded in gratitude. Candid, lighthearted, and deeply reflective, this…

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Ep. 26: The Power of Habit: What’s Really Shaping You 18:16

2M ago18:16

18:16

In this solo episode of Silent Service, Will shares personal reflections and key takeaways from Charles Duhigg’s best-selling book The Power of Habit. From NFL coach Tony Dungy’s playbook changes, to Paul O’Neill’s leadership at Alcoa, Starbucks’ customer service training, Rosa Parks’ pivotal stand, and the biblical faithfulness of Daniel, Will exp…

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Ep. 25: How to Buy a Business with $0 to Your Name (Part 2) 48:42

2M ago48:42

48:42

Will and Matt celebrate their 25-episode milestone with an honest conversation on personal growth, faith, and the lessons learned over a decade of change. Matt reflects on shifting from a money-focused mindset to valuing relationships, authenticity, and long-term vision. The main discussion dives into creative strategies for buying a business witho…

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Ep. 24: How to Buy a Business With $0 to Your Name (Part 1) 49:10

2M ago49:10

49:10

In this episode of Silent Service, Matt and Will unpack the bold idea that it’s actually possible to buy a business with no money to your name, if you know what you’re doing. They explore the realities behind “$0 down” deals, breaking down what that phrase really means (hint: the capital still comes from somewhere) and when, why, and how sellers mi…

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Ep. 23: A Therapy Session with Matt & Will 44:40

2M ago44:40

44:40

In Episode 23 of Silent Service, Will and Matt sit down for what they call a “therapy session,” a vulnerable conversation about the tension between freedom and fulfillment. After back-to-back summer trips, Matt opens up about the emotional and spiritual whiplash that can come from shifting between rest and routine. Together, they explore what it tr…

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Ep. 22: Quiet Impact: Values, Work Ethic & Disney (ft. Lily Denneen) 40:07

2M ago40:07

40:07

In this episode, Will sits down with his longtime friend Lily Denneen, whose quiet strength and unwavering work ethic have inspired him for years. From their early days leading seminars together in college, to Lily’s journey from Massachusetts to Rollins College, and eventually to a full-time role at Disney in California, this conversation dives de…

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Ep. 21: The Kindest Person You’ll Ever Meet (ft. Zane Williams) 43:16

3M ago43:16

43:16

In this episode, Will welcomes Zane, an accomplished analyst at JP Morgan, a former competitive athlete whose discipline still shows up in everything he does, and above all, a loyal friend whose character quietly commands respect. From Dallas roots to a life in New York City, Zane joins Silent Service to explore the deeper currents that shape how w…

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Ep. 20: How to Get People to Like You 46:32

3M ago46:32

46:32

Ever noticed how the harder you try to get people to like you, the less it works? In this episode, Will and Matt unpack that strange truth with stories that hit close to home—from a text sent to the wrong “Joaquin” to witnessing a powerful moment of generosity at the grocery store. Through it all, they share how real influence doesn’t come from try…

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Ep. 19: The Book That Changed the Way I See Money 24:55

3M ago24:55

24:55

In this solo episode, Will shares how Rich Dad Poor Dad reshaped the way he thinks about money, ownership, and God’s role in our finances. This isn’t a book review—it’s a vulnerable reflection on five truths that challenged his pursuit of security and sparked a shift toward stewardship and legacy. From redefining assets and liabilities to exposing …

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Ep. 18: Book Review - "Start With Why" by Simon Sinek 18:15

3M ago18:15

18:15

In this reflective solo episode, Will Diesel breaks down one of the most thought-provoking books in modern leadership—Start With Why by Simon Sinek. From exploring the Golden Circle to questioning how we build trust and inspire belief, Will invites listeners to examine the deeper motivations behind what they do. With personal insights, practical ch…

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Ep. 17: 10 Life Lessons From a Quiet Leader 20:11

3M ago20:11

20:11

In this deeply personal episode, Will shares ten powerful takeaways from Matt's leadership journal, originally written for his team and never meant for an audience, yet full of universal wisdom. These aren’t clichés—they’re gritty, grounded lessons on struggle, integrity, discipline, and purpose. Each one is paired with a reflection question to hel…

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Ep. 16: Letters to Myself 23:58

3M ago23:58

23:58

In this heartfelt solo episode of Silent Service, Will opens up his personal journal to share intimate reflections—letters he once wrote to himself that now offer timeless wisdom for us all. From quiet strength and humility to gratitude, prayer, and self-respect, “Letters to Myself” is a raw and vulnerable journey through the thoughts that ground u…

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Ep. 15: The Journey is The Destination 34:13

3M ago34:13

34:13

This episode of Silent Service explores the deeper meaning of work, purpose, and progress. Through a MEPS check-in and honest conversation, Matt and Will reflect on why the journey often matters more than the destination, challenging the pull of hollow success. A parable about John D. Rockefeller reframes work as a gift, not a curse, and a listener…

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Ep. 14: An Honest Conversation with Will’s Favorite Professor (ft. Bill Kroll) 59:08

3M ago59:08

59:08

Will sits down with his favorite college professor, Professor Kroll, for an inspiring conversation about career pivots, authentic leadership, and the power of mentorship. From leaving a decades-long corporate career at Colgate to shaping young minds at Rollins College, Professor Kroll shares wisdom on finding purpose, leading with care, and staying…

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Ep. 13: Habits of Highly Effective CEOs 16:37

4M ago16:37

16:37

In this solo episode, Will explores the surprising and sometimes bizarre habits that shape the world’s most effective CEOs. From Elon Musk’s five-minute schedules to Truett Cathy’s bold decision to close every store on Sundays, these are not just productivity tips. They are personal disciplines that build uncommon clarity, endurance, and wisdom. Wh…

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Ep. 12: The Silent Courage of Changing Careers 44:24

4M ago44:24

44:24

In Episode 12 of Silent Service, Matt and Will unpack the quiet courage it takes to change careers. Framed as a 30–40 minute mentorship session, this conversation explores the real challenges of starting over — from uncertainty and risk to the humility of becoming a beginner again. With practical steps and faith-filled reflection, they encourage li…

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Ep. 11: Ordinary Obedience, Eternal Impact 37:24

4M ago37:24

37:24

In this mentorship-focused episode of Silent Service, Matt and Will explore the quiet power of unseen faithfulness. From a story about Mother Olga to reflections on social media's impact on spiritual comparison, they unpack the eternal significance of obedience that goes unnoticed by the world but is deeply honored by God. Through scripture, person…

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Ep. 10: How to Build a Strong Morning Routine 38:32

4M ago38:32

38:32

Matt and Will unpack what it really takes to craft a morning routine that sticks. This isn’t about chasing perfection—it’s about building habits that align with who you want to become. They walk through their own routines, reflect on what’s working (and what’s not), and offer practical guidance for starting your day with purpose. Whether you’re jus…

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Ep. 9: The Quiet Strength of Self-Belief 42:23

4M ago42:23

42:23

What does it cost to doubt yourself—and what does it take to believe quietly, deeply, and consistently when no one’s watching? In this mentorship-style episode, Matt and Will open up about the quiet battles behind confidence, the tension between flow and discipline, and the fear of living a life shaped by others’ opinions. Through honest reflection…

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Ep. 8: What No One Told Me About Growing Up 50:18

4M ago50:18

50:18

Adulthood hits harder when no one prepares you for the quiet grief, unfair turns, and unanswered questions. In this mentorship session, Will and Matt unpack five unspoken truths about growing up—from the myth of closure to how faith deepens when life doesn’t go your way. Through stories, scripture, and honest reflection, they offer hope for anyone …

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Ep. 7: How to Protect Your Time 46:30

4M ago46:30

46:30

In this mentorship session, Matt & Will reflect on why we struggle to protect our time — and how to start doing it with intention. From guilt and people-pleasing to the myth of busyness, they unpack what’s really at stake when we say yes too quickly. With personal stories, spiritual insights, and practical tools, this episode invites you to set bou…

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Ep. 6: What Do You Actually Want? 57:06

4M ago57:06

57:06

In this reflective mentorship session, Matt and Will dive into the age-old question: What do you actually want? Through honest stories — including a lunch with a former CEO — they explore how clarity often comes through doing, not just thinking. Along the way, they unpack why excellence where you are matters, how to ask the right questions, and why…

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Ep. 5: Faith, Focus, and the Law of Attraction 52:15

4M ago52:15

52:15

In this episode, we unpack The Secret (2006), a popular self-help film centered on the Law of Attraction — the idea that positive thoughts and beliefs can “manifest” your desired reality. We explore where this philosophy overlaps with biblical wisdom, and where it veers into distortion. 00:00 - Intro to Silent Service & Will Introduces Topic 00:03 …

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Ep. 4: Shrinking Circles, Expanding Vision 57:41

5M ago57:41

57:41

In this episode, Matt and Will reflect on the evolution of relationships, personal disciplines, and the pursuit of purpose. Through personal stories, challenging questions, and a blend of spiritual and practical insight, they explore how the unseen work of inner growth shapes everything we do. 0:00 – Welcome & The 'Diesel Twins' Nickname 2:00 – Mat…

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Ep. 1: Does money make us happy? 49:36

5M ago49:36

49:36

In this debut episode of Silent Service, Matt and Will explore the age-old question of whether wealth leads to happiness. We talk about health, values, and what people would truly trade for peace of mind. It’s a raw, thoughtful conversation about the role money plays in our lives—and what really matters. 00:00 – Intro: Welcome, podcast mission, and…

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Ep. 2: Finding Meaning & Managing Time 51:56

5M ago51:56

51:56

In this inspiring episode of Silent Service, Matt and Will explore what it means to "tap dance into work"—finding joy, purpose, and resilience in your career and daily life. From reflections on early jobs, work-life balance, and servant leadership, to the power of personal ownership and internal motivation, the conversation is packed with practical…

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Ep. 3: Balancing Hustle & Humanity 59:22

5M ago59:22

59:22

Can you pursue meaningful goals without losing your sense of self? In this mentorship session, Matt and Will dive into the tension between productivity and presence. They talk through setting healthy boundaries, showing up fully in everyday conversations, and why being available to everyone can sometimes dilute your impact. Through personal stories…

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Silent Service: Official Trailer 1:11

5M ago1:11

1:11

Building a business—or a meaningful life—can feel lonely. That’s because no one teaches you the middle part. Mentor Matt DiMauro and his protégé Will Diesel talk candidly about the messy, meaningful middle: where faith, business, and real life collide when no one’s watching. Silent Service is their honest conversation—just like they’d have off-mic—…