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Justin Calabrese

Entrepreneur, Author, Business Consultant, & Digital Music Artist

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Tag: entrepreneurship

Three Days Before Thanksgiving

Posted on September 3, 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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The Proven Cost of Hustle Culture for Entrepreneurs

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

Entrepreneur, author, and business consultant Justin Calabrese believes one celebrated idea in modern business has become a liability. This hustle culture can hinder progress, challenging Entrepreneurship and long-term value. According to Calabrese, entrepreneurs are being told that success requires working around the clock, sacrificing their health, and glorifying burnout. He argues that this mindset has…

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More Than Awareness: What Mental Health Month Means to Me

Posted on May 16, 2026May 31, 2026 by Justin Calabrese

May is recognized nationally as Mental Health Awareness Month, but for me, it represents something far deeper than awareness alone. It is a reminder that healing is real, that struggles are often invisible, and that behind many smiles are stories people never fully share. As someone who has personally faced mental health challenges, this month…

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Carving My Own Path: What Leadership Really Means

Posted on May 8, 2026May 31, 2026 by Justin Calabrese

There comes a moment in life when you realize that following the crowd may keep you comfortable, but it will never make you extraordinary. True leadership is not about blending in. It is not about waiting for permission, repeating what everyone else is doing, or staying safely inside the lines that society creates for you….

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How I Learned to Sell Before I Learned to Drive

Posted on February 14, 2026June 1, 2026 by Justin Calabrese

I learned how to close a sale before I ever held a driver’s license. That sentence still makes me smile — not because it sounds impressive, but because of how unlikely it was. Most teenagers are focused on passing their road test, saving for their first car, or figuring out weekend plans. I was learning…

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The Hard Truth About Entrepreneurship No One Told Me Until I Lived It

Posted on December 31, 2025June 1, 2026 by Justin Calabrese

Entrepreneurship is often sold as freedom: flexible schedules, independence, control over your future. What rarely gets mentioned is the weight that comes with it. The responsibility. The isolation. The quiet pressure of knowing that every decision—good or bad—rests on your shoulders. No one told me how lonely it can feel to be the one making…

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Giving Back to the Community That Built You

Posted on November 7, 2025June 1, 2026 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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The Sandwich Approach: Serving Up Feedback Without the Burn

Posted on November 7, 2025May 31, 2026 by Justin Calabrese

If there’s one universal truth in management, it’s that delivering feedback can feel a lot like defusing a bomb — one wrong word and boom, there goes morale for the week. Early in my career, I used to think the best approach was just to be “honest and direct.” Turns out, “honest and direct” sounds a…

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Thriving When Life Gets Tough: Real Tips To Grow Through Challenges

Posted on November 4, 2025June 1, 2026 by Justin Calabrese

There have been times in my life when everything seemed to fall apart all at once. Whether it was a business failure, personal loss, or simply feeling overwhelmed by the daily grind, those moments felt like being caught in a storm with no clear way out. I’m sure you’ve been there too — when the…

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Where the Heck Do You Even Start as an Entrepreneur? (Spoiler: Probably Not Where You Think)

Posted on November 4, 2025June 1, 2026 by Justin Calabrese

If you’ve ever stared at a blank notebook or laptop screen thinking, I want to start a business, but what the heck should I do first?, welcome to the club — I’ve been there. Actually, I’ve had season tickets to that club. Starting out as an entrepreneur is both exhilarating and terrifying. It feels like skydiving…

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justincalabrese

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

#September is suicide awareness month. Remember to #September is suicide awareness month. Remember to take time for yourself. #suicide #selflove❤️ #suicidepreventionmonth #health
#Caldor is still trucking. #Caldor is still trucking.
It’s a #Saturday state of mind. #happiness #weeken It’s a #Saturday state of mind. #happiness #weekend #travel
No explanation needed. #rolex #watch #rolexdatejus No explanation needed. #rolex #watch #rolexdatejust #collection #heaven
Wishing my husband a happy 37th birthday! We had a Wishing my husband a happy 37th birthday! We had a blast celebrating at Jacob’s & Co.  #happybirthday #jacobandco #watch #love
Remember to take time for yourself. #MentalHealth Remember to take time for yourself.  #MentalHealthAwareness #MentalWellness #AnxietySupport #DepressionAwareness #ChooseHope
Home away from home. Sun, sand, family, health, me Home away from home. Sun, sand, family, health, memories - so much to be grateful for. See you soon! #Cayman #beach
On our way to the Vet as Obee watches me drive. On our way to the Vet as Obee watches me drive.
Letting the Tesla drive itself while I’m not in th Letting the Tesla drive itself while I’m not in the car.
No trip to NYC is complete without watch shopping. No trip to NYC is complete without watch shopping.  My favorite brand. Every now and then I fall apart and I need @jacobandco tonight and I need you more than ever. 😆
I ❤️ NY I ❤️ NY
A great time in Hudson Yards New York watching the A great time in Hudson Yards New York watching the #America250 fireworks. ❤️
Sometimes the best way to reset is to pack a bag, Sometimes the best way to reset is to pack a bag, hit the road, and embrace a change of scenery. Here’s to a weekend filled with new places, unforgettable moments, and memories worth bringing home.
Today’s view from this beautiful park looking up t Today’s view from this beautiful park looking up the East River. #NewYork #CityLife
Beautiful #butterfly on a #summer afternoon hike. Beautiful #butterfly on a #summer afternoon hike.
Sunday morning workout. #fitness #workout #run Sunday morning workout. #fitness #workout #run
Happy #FathersDayWeekend to a wonderful and suppor Happy #FathersDayWeekend to a wonderful and supportive father. Always there for me, day and night. #FathersDay #Weekend #Holiday #Family
Late nights. Clear mind. No excuses—just putting i Late nights. Clear mind. No excuses—just putting in the work. 💪🌙

#WorkoutMotivation #FitnessJourney #GymLife #SelfImprovement #NightWorkout
It’s #race day in the #Poconos. #NASCAR #poconorac It’s #race day in the #Poconos. #NASCAR #poconoraceway
Today’s hiking adventure brought incredible views, Today’s hiking adventure brought incredible views, fresh air, and memories worth every step. 🥾⛰️ #explorepage #hiking #travel #summer
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