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Justin Calabrese

Entrepreneur, Author, Business Consultant, Digital Music Artist

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Tag: Justin calabrese

The Most Expensive Message I’ve Ever Paid For In New York City — And Why It Was Worth It

Posted on January 5, 2026January 5, 2026 by Justin Calabrese

Standing on a big digital billboard in New York City is one of those moments that doesn’t feel real at first. You grow up seeing those screens in movies, watching brands fight for attention in the brightest, loudest, most crowded advertising space in the world. They’re symbols of arrival. Of success. Of money. Of influence….

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Stepping Into 2026: Creating What Matters, On My Terms

Posted on January 3, 2026January 4, 2026 by Justin Calabrese

2026 feels different to me. Not in the loud, fireworks-and-noise way, but in a quieter, more intentional way. It feels like a year where I stop rushing to prove things and start choosing what genuinely brings me joy, clarity, and meaning. I’m not chasing chaos this year. I’m planning with purpose. For me, 2026 isn’t…

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What It Means To Publish My Third Book: The Apology Mindset

Posted on December 8, 2025December 8, 2025 by Justin Calabrese

There’s a moment every author knows well: the quiet pause after finishing a manuscript, when you close the laptop, exhale, and realize that something deeply personal is about to leave your hands and enter the world. Publishing The Apology Mindset, my third book, has given me that familiar feeling—but this time, it carries a different weight,…

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What 150+ Businesses Taught Me About Entrepreneurship, Ego, and the Power of Being Teachable

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

I still remember the moment I realized people were finally starting to take me seriously. I was young, ambitious, and building what many would have called a “small business,” yet my vision was anything but small. When NPR featured me for launching a company at such a young age, it felt surreal — not because…

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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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Still Here: A Journey Through Healing and Self-Discovery

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

Twelve years have passed since I walked out of the darkest season of my life, and my understanding of mental health has transformed into something far more layered, intentional, and sacred. Back then, mental health meant survival. Today, it means awareness, gentleness, boundaries, and the courage to keep choosing myself even when memories echo louder…

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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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Weekend in London: The Time We Chased Umbrellas at Stonehenge

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

Sometimes spontaneity leads to the best adventures—and that’s exactly what happened when we decided, on a whim, to fly to London for the weekend. Time permitted, and with no children, we figured… why not? (Let’s be honest—one of the perks of being child-free is the ability to pack a bag, book a flight, and jet…

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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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Justin Calabrese

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

  • January 5, 2026 by Justin Calabrese The Most Expensive Message I’ve Ever Paid For In New York City — And Why It Was Worth It
  • January 4, 2026 by Justin Calabrese The moment I realized success doesn’t feel the way it’s advertised
  • January 3, 2026 by Justin Calabrese Stepping Into 2026: Creating What Matters, On My Terms
  • December 31, 2025 by Justin Calabrese What Running Multiple Businesses Taught Me About Focus, Burnout, and Momentum
  • December 31, 2025 by Justin Calabrese The Hard Truth About Entrepreneurship No One Told Me Until I Lived It
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