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 of the talents to the modern challenge of stewarding wealth, asking big questions like: What would you do with a billion dollars? Will shares his heart for quiet generosity, drawing inspiration from Keanu Reeves, while Matt reflects on using influence intentionally and how wealth can affect family dynamics in unexpected ways.You’ll hear honest thoughts on vacation blues, the craving for progress, and the silent pressures that come with success. The episode wraps with a teaser for what’s next: how anyone, even with zero capital, can start thinking seriously about small business ownership as a path to freedom.If you’ve ever wrestled with restlessness or felt caught between slowing down and building up, this episode is for you.0:00 – Welcome and ChatGPT as a Sparring Partner3:00 – AI Tools, MEPS Check-In, and Spiritual Royalty6:00 – Rushing vs. Moving with Purpose9:00 – First Day of School & Letting Go of Summer12:00 – Scheduling Shifts and Stepdad Business Advice15:00 – The Billion-Dollar Question and Bill Gates18:00 – Parable of the Talents and Stewarding Wealth21:00 – Capital-Efficient Giving and the Dakshana Model24:00 – Keanu Reeves and Silent Generosity27:00 – Being a Billionaire: Anonymous vs. Known30:00 – Wealth, Family, and Christmas Guilt33:00 – The Freedom vs. Fulfillment Tug-of-War36:00 – Designing a Life That Offers Both39:00 – Buying a Business with No CapitalFollow us on Apple Podcasts, Spotify, YouTube, iHeartRadio, or wherever you listen to your favorite shows. New EpisodesEvery Wednesday and Friday. Follow UsInstagram & TikTok: @silentsvcpod Hosted byMatt DiMauro & Will Diesel Support the ShowIf you enjoyed this episode, share it with a friend! We donate 100% of proceeds to charity.Got a cause you care about? Send a quick pitch to [email protected] — we’d love to hear your story.

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