Silent Service

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 clear thinking, and the significance of truth and discernment in...

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 need for personal responsibility in financial management and the value of continuous le...

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,” the conversation emphasizes the importance of finding meaning beyond corporate structu...

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.”

Together, they reflect on the legacy of Charlie Kirk, share personal stories of faith...

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 share real life examples, lessons learned the hard way, and why so many people get cau...

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 his legacy, capturing his thoughts and philosophy in a way his kids can learn from o...

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 chasing what looks “great” and appreciating what’s already “good,” drawing from history, ...

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.

Midway through, Matt DiMauro joins for a short but meaningful segment, offering a men...

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 reflect on the role of faith in times of uncertainty, the importance of boundaries and pr...

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 journals and the lessons hidden in past struggles, to fatherhood, faith, and even the wi...

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 the door to a career in an industry that feels like the backbone of America.

They talk a...

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 wisdom on education, calling, love, marriage, and what it truly means to be a father...

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 conversation offers a rare glimpse behind the mic at the man who fuels so much of Sil...

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 explores how habits shape our faith, leadership, and daily life. Learn how to identify y...

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 without upfront capital, including leveraging seller financing, structuring deals with bank...

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 might be open to creative financing.

From analyzing a real garage door business in Fort ...

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 truly means to design a life that includes both.

The conversation flows from the parable...

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 deep into what it means to lead through action rather than volume.

Lily shares how her v...

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 we love, work, and live.

They begin with Zane’s upcoming wedding, diving into meaningfu...