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Justin Calabrese

Entrepreneur, Author, Business Consultant, Digital Music Artist

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The Holidays, Through My Eyes: Why Family, Kindness, and Connection Matter Most

Posted on November 22, 2025November 22, 2025 by Justin Calabrese

The holiday season has always meant more to me than twinkling lights, perfectly wrapped gifts, or a table overflowing with food (though let’s be honest — I will never say no to a second helping). For me, the holidays are about something far deeper: connection. They are about slowing down in a world that constantly…

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Exploring the White House: A Personal Journey Through America’s Most Iconic Home

Posted on November 14, 2025November 19, 2025 by Justin Calabrese

Exploring Washington, D.C. always brings out the inner history buff in me. There’s something powerful about walking through a city where every corner, every statue, and every monument tells a story that shaped the country we all call home. But no matter how many times I visit, there’s one experience that always rises above the…

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Our Alaskan Adventure: A Perfect Day in Juneau

Posted on November 12, 2025November 12, 2025 by Justin Calabrese

There are some days that feel like they were designed just for you—and our stop in Juneau, Alaska, was exactly that kind of day. As part of our Silversea Cruise from Vancouver to Anchorage, we had already been mesmerized by the endless glaciers, snow-dusted mountains, and calm ocean waters—but Juneau was something different. It was…

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Why The Rolex Submariner (With Date) Is My Go-To Watch

Posted on November 11, 2025November 12, 2025 by Justin Calabrese

When it comes to watches, I’ve owned my fair share of fine timepieces — Bovet, Jacob & Co, and a handful of ultra-luxury brands that would make any collector’s heart skip a beat. Each one has its own story, its own craftsmanship, its own soul. Yet somehow, no matter how many brands I explore, I…

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Taking Time for Yourself: The Art of Slowing Down and Truly Living

Posted on November 11, 2025November 12, 2025 by Justin Calabrese

Lately, I’ve been thinking about how easy it is to get caught up in the rhythm of constant doing — work, projects, deadlines, events, obligations. Life can feel like one long to-do list. And somewhere in between all that noise, we forget to simply be. To stop. To breathe. To reflect. There was a time when I…

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A Night Among the Stars: Our 5th Anniversary at Kitt Peak National Observatory

Posted on November 11, 2025November 12, 2025 by Justin Calabrese

Anniversaries are a time for reflection — a chance to look back on where you’ve been and dream about what’s ahead. For our 5th anniversary, we wanted to do something unforgettable, something that would take us out of the everyday and remind us just how small and miraculous this world (and universe) really is. That’s…

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Arizona Adventures: From the Desert Trails to the Stars Above

Posted on November 7, 2025November 12, 2025 by Justin Calabrese

There’s something about Arizona that makes you feel both grounded and limitless at the same time. Maybe it’s the way the desert stretches endlessly in every direction or how the sunsets seem to set the whole sky on fire. Either way, it’s a place that stays with you long after you’ve left. When I traveled…

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Giving Back to the Community That Built You

Posted on November 7, 2025November 7, 2025 by Justin Calabrese

If you had asked me ten years ago whether I planned on going to college, I probably would’ve laughed and said, “No way — I’m too busy building my empire.” I was one of those people who believed that real experience beat textbooks any day of the week. At the time, I was knee-deep in entrepreneurship —…

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From Dream Cars to Handmade Legends: How I Ended Up in a Lotus Emira (And Why You Should Too)

Posted on November 4, 2025November 4, 2025 by Justin Calabrese

Let me just start with this: I love cars. Not in the casual, “Oh yeah, I like fast cars” kind of way — but in the kind of way that results in owning 27 of them. Yes. Twenty. Seven. I’ve basically lived in a permanent test drive for the last decade or so. It all…

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Entrepreneur-Turned-Artist: Justin Calabrese Announces Debut Album “Baptized in Regret”

Posted on November 4, 2025November 4, 2025 by Justin Calabrese

Justin Calabrese, most widely recognized as an American entrepreneur, author, and business consultant, is adding a new dimension to his already dynamic career — music. Calabrese has announced the upcoming release of his first full-length musical album, Baptized in Regret, a deeply personal project born from years of overcoming childhood and young adult trauma. Unlike his…

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Justin Calabrese

Justin Calabrese, MSM is an American entrepreneur, author, digital musical artist & creator, and small business consultant originally from Hartford, Connecticut. 

  • November 22, 2025 by Justin Calabrese What 150+ Businesses Taught Me About Entrepreneurship, Ego, and the Power of Being Teachable
  • November 22, 2025 by Justin Calabrese The Holidays, Through My Eyes: Why Family, Kindness, and Connection Matter Most
  • November 22, 2025 by Justin Calabrese Still Here: A Journey Through Healing and Self-Discovery
  • November 14, 2025 by Justin Calabrese Exploring the White House: A Personal Journey Through America’s Most Iconic Home
  • November 12, 2025 by Justin Calabrese Weekend in London: The Time We Chased Umbrellas at Stonehenge
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