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Justin Calabrese

Entrepreneur, Author, Business Consultant, Digital Music Artist

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Mental Health

Six Months Later: What Mental Health Means to Me

Posted on March 13, 2026March 13, 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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The Person In The Mirror Is The Only Person That Needs Your Approval: A Brave Story About Mental Health

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

For most of my life, I believed that success meant being liked. I believed that if people approved of you, spoke well of you, or admired what you built, then you were doing something right. Like many people, I spent years trying to live up to the expectations of others — friends, colleagues, strangers, and sometimes even…

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The Long Way Around

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

Success is funny. From the outside it often looks like a straight line—an idea, a business, a breakthrough. But the truth is, the road that shapes a person rarely looks that neat. I started my first business as a teenager in Hartford, Connecticut. At an age when most kids were still figuring out what they…

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The Entrepreneur Behind the Suit: Lessons I Learned the Hard Way

Posted on March 7, 2026March 10, 2026 by Justin Calabrese

People often see the polished side of entrepreneurship — the suits, the meetings, the headlines, and the success stories. What they rarely see are the years of trial, failure, reinvention, and persistence that happen behind the scenes. My entrepreneurial journey didn’t start in a boardroom. It started when I was young, experimenting with business ideas long before…

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How Tiny Chef Helped Me Find Happiness Again

Posted on February 21, 2026March 10, 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, 2026March 10, 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 Most Expensive Message I’ve Ever Paid For In New York City — And Why It Was Worth It

Posted on January 5, 2026March 10, 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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Why We Must Still Celebrate Human Equality: Why It Matters More Than Ever

Posted on December 13, 2025December 13, 2025 by Justin Calabrese

Human equality is often spoken about as if it is a finished chapter in history, something humanity has already solved and neatly filed away. We point to laws that were passed, movements that succeeded, and milestones that were reached, and we tell ourselves that equality is now the default setting of modern society. But equality…

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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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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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justincalabrese

Entrepreneur, Author, Business Consultant, Digital Musical Artist, Human Rights Advocate, and Former @HuffPost Contributor.

Another #cold weekend. Another #cold weekend.
Never too late for a workout. Never too late for a workout.
@wendys #tendys run in the @lotuscars @wendys #tendys run in the @lotuscars
Honored and grateful to be inducted into a double Honored and grateful to be inducted into a double lifetime membership with Beta Gamma Sigma, one of the top honor societies representing accredited business schools worldwide. This recognition reflects a journey shaped by learning, hard work, and the mentors who guided me along the way. Thank you to the University of Hartford and the Barney School of Business for the foundation and support. In just 2 days, I begin my doctoral journey—excited, humbled, and ready for what’s next. #LetsDoThis #Business #HonorsSociety #Honored
Winter storm #2026 #snowshoeing. Winter storm #2026 #snowshoeing.
The quiet before the storm. Stay safe everyone. The quiet before the storm. Stay safe everyone.
People watching in Chicago. #chicago #travel #golf People watching in Chicago. #chicago #travel #golfcart #funny #comedy
#stonehenge England. Amazing memories from our wee #stonehenge England. Amazing memories from our weekend trip across the world. #life #travelphotography #travelgram #viral
A quick #stockmarket update as #stocks start off t A quick #stockmarket update as #stocks start off the year on a high note and the U.S. faces uncertainty with #venezuela #2026 #DJIA
@johnlegere you have inspired me to make a #Sunday @johnlegere you have inspired me to make a #Sunday night #Chili. #crockpotsunday #crockpotmeals #crockpot
#Memories that shaped me. #Lessons that strengthen #Memories that shaped me. #Lessons that strengthened me. #Grateful for everything #2025 gave me. #viral
Thanks @thetinychefshow for helping me get through Thanks @thetinychefshow for helping me get through 2025. You always bring me smiles and laughs, even on the darkest of days. ❤️
Happy #2026! Let’s make this year a good one. #ne Happy #2026!  Let’s make this year a good one. #newyear
#winter fun in the #snow. #snowshoe #sunset #conne #winter fun in the #snow. #snowshoe #sunset #connecticut
I’m not sure who else needs to hear this today but I’m not sure who else needs to hear this today but @fivebelow got it right. Love who makes you happy. 🏳️‍🌈
#Fearless and #committed to personal growth. #2026 #Fearless and #committed to personal growth. #2026 #newyear
Let it #snow Let it #snow
If you’re #dating a narcissist at #Christmas (not If you’re #dating a narcissist at #Christmas (not my video).
Getting #old sucks. No cookies in this #holiday co Getting #old sucks. No cookies in this #holiday cookie jar. #comedy #viral #funny
Detours don’t mean defeat—they mean you’re still m Detours don’t mean defeat—they mean you’re still moving toward the #goal. #entrepreneurship #selfcareroutine #motivation #instagram
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  • Six Months Later: What Mental Health Means to Me
  • The Person In The Mirror Is The Only Person That Needs Your Approval: A Brave Story About Mental Health
  • A Humbling Drive: My Experience with the Lotus Emira (AMG Engine)
  • The Quiet Strength of Winter: Lessons from the Snowshoe Trail
  • The Long Way Around
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