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Justin Calabrese

Entrepreneur, Author, Business Consultant, & Digital Music Artist

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Justin Calabrese

Justin Calabrese suicide awareness

Suicide Awareness Never Stops: 13 Years Ago, My Life Was Different

Posted on October 31, 2026October 31, 2026 by Justin Calabrese

Thirteen years later, a reflection on life, gratitude, second chances, and the people who helped save mine. Thirteen years ago, my life was very different. There was a time in my life when the weight of everything I was carrying felt heavier than I knew how to handle. A time when I struggled to see…

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Justin Calabrese Jacobs and Co watch

Jacob & Co.: My Not-So-Hidden Obsession and Guilty Pleasure

Posted on September 3, 2026October 31, 2026 by Justin Calabrese

I admit it. I have an obsession with Jacob & Co. watches—and at this point, I can’t exactly call it a secret. I proudly own two of them. There is something about Jacob & Co. that speaks to a completely different side of my appreciation for watches. I love traditional horology. I appreciate heritage, precision,…

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Justin Calabrese Thanksgiving Suicide

Three Days Before Thanksgiving

Posted on September 3, 2026October 31, 2026 by Justin Calabrese

Every year, as Thanksgiving approaches, I find myself thinking about a Thanksgiving that almost never happened for me. In November 2013, three days before Thanksgiving, I attempted to take my own life.Even after all these years, writing those words feels heavy.There is no elegant way to describe a moment when someone reaches a place where…

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Finding Myself Again in Jeffersonville, Vermont

Posted on April 29, 2026October 31, 2026 by Justin Calabrese

There’s something about Jeffersonville that doesn’t just invite you in—it holds onto you. Tucked quietly beneath the towering presence of Mount Mansfield, this small Vermont village has become more than just a destination for me. It’s a place where time softens, where the noise fades, and where memories feel a little more vivid. Every trip seems to begin…

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Six Months Later: What Mental Health Means to Me

Posted on March 13, 2026October 31, 2026 by Justin Calabrese

Six months ago, I made one of the most difficult decisions of my life. I chose to hold people accountable for actions that had deeply affected my well-being. For a long time, I carried the weight of what happened in silence. I convinced myself that staying quiet was easier, that confronting the situation would only…

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A Humbling Drive: My Experience with the Lotus Emira (AMG Engine)

Posted on March 10, 2026October 31, 2026 by Justin Calabrese

Owning a car like the Lotus Emira is something that, for a long time, I only admired from afar. Like many people who appreciate cars, I spent years reading about them, watching reviews, and imagining what it might feel like to actually drive something designed so purely around the joy of driving. Now that I’ve…

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The Quiet Strength of Winter: Lessons from the Snowshoe Trail

Posted on March 10, 2026October 31, 2026 by Justin Calabrese

There’s something quiet about winter mornings after a snowfall. The world slows down. Roads are quieter, the air is sharper, and the forests seem to hold their breath under the weight of fresh snow. One of my favorite winter rituals is strapping on a pair of snowshoes and heading into the woods. There’s something incredibly…

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How Tiny Chef Helped Me Find Happiness Again

Posted on February 21, 2026October 31, 2026 by Justin Calabrese

There was a time in my life when everything felt heavy. If you’ve followed my journey, you know I’ve faced mental health struggles. I’ve confronted people who hurt me. I’ve wrestled with faith, identity, leadership, expectations, and the weight of being “strong” for everyone else. Healing didn’t happen overnight. It wasn’t a breakthrough moment. It…

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Steady Steps: Finding Peace from South Windsor to the Quinnipiac Linear Trail

Posted on February 18, 2026October 31, 2026 by Justin Calabrese

Growing up in South Windsor, some of my most meaningful moments didn’t happen in a classroom or a boardroom — they happened outside at Nevers Road Park. Long before I was building companies, writing books, or managing the daily pressures that come with responsibility, I was walking those paths. Sometimes once, sometimes several times over….

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The moment I realized success doesn’t feel the way it’s advertised

Posted on January 4, 2026October 31, 2026 by Justin Calabrese

For most of my life, success had a very specific look. It was loud. Polished. Predictable. Success was supposed to feel like fireworks the moment you arrived. Like a standing ovation. Like relief mixed with pride, certainty, and maybe even a little smug satisfaction that said, “See? I told you so.” At least, that’s how…

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