ABOUT THIS PODCAST 🔗

Update frequency:
biweekly
Average audio length:
40 minutes
English
United States
76 episodes
since May 14, 2025
episodic

LATEST EPISODE 🔗

Send us Fan Mail In this episode of Silent Service, Matt and Will are back on the driving range discussing real estate versus public-market investing, when it makes sense to buy a home, the story behind Will’s dad’s class ring, Tesla’s robotaxis, and more. Join them as they hit golf balls and share…

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Send us Fan Mail This week, Will sits down with Matt for a conversation about the lessons that matter most. From building wealth and investing to family, relationships, and legacy, they explore the ideas that have shaped the way they think about life. They talk about living below your means, raisin…
Send us Fan Mail In this episode of Silent Service, Matt and Will catch up on everything from Warren Buffett and Ray Dalio to social media, relationships, and building a life you genuinely enjoy. The conversation centers around one simple question: What does your perfect day look like? They explore…
Send us Fan Mail In this episode of Silent Service, Matt and Will catch up after spending the morning talking through Will's five-year plan and what he really wants his life to look like. That conversation naturally leads them into a discussion about parents, legacy, and what it's like to…
Send us Fan Mail In this episode of Silent Service, Will reflects on the past year, shares why this podcast has become a time capsule for future generations, and unpacks 25 timeless lessons from Kevin Kelly's Excellent Advice for Living. From building a reputation and choosing optimism to crea…
Send us Fan Mail In this episode of Silent Service, Matt and Will sit down for Will's MEPS check-in. In other words, how he's doing mentally, emotionally, physically, and spiritually. What normally starts as a quick conversation turns into something much deeper when Will shares a major li…
Send us Fan Mail In this episode of Silent Service, Matt and Will catch up on life before talking about the difference between pleasure and happiness. They explore why the most meaningful things in life are often the hardest, how purpose is different from success, and why living for something great…
Send us Fan Mail Matt and Will take the podcast to the driving range for a conversation on golf, family, business, reading, and whatever else came to mind. No agenda, no script, just an afternoon spent talking between swings. Support the show Follow us on Apple Podcasts, Spotify, iHeartRadio, or wh…
Send us Fan Mail In this episode, Matthew DiMauro and Will Diesel explore the lessons from 'The Education of a Value Investor' by Guy Spear, emphasizing living authentically, continuous learning, and model behavior for success and happiness. Key Topics: Living authentically and true to o…
Send us Fan Mail In this episode Matt DiMauro and Will Diesel ask a simple but honest question: would we have this conversation if no one was listening? They talk about relationships, marriage, and how the people around us shape who we become. From loving who you are with someone to the idea of bec…
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