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Justin Calabrese

Entrepreneur, Author, Business Consultant, Digital Music Artist

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Tag: business

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

Posted on November 4, 2025November 4, 2025 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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Why the Porter Five Forces Should Be in Every Entrepreneur’s Toolbelt

Posted on November 4, 2025November 12, 2025 by Justin Calabrese

Starting a business feels a bit like standing at the edge of a diving board for the first time — exciting, terrifying, and loaded with potential. I’ve been there more than once, and every time I’ve launched something new, whether it was a full-scale e-commerce operation or a local consulting gig, one framework has never…

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From Teen Visionary to Serial Entrepreneur: How Justin Calabrese Built Seven Businesses Before 30

Posted on November 3, 2025November 12, 2025 by Justin Calabrese

Long before most teenagers could decide on a college major, Connecticut native Justin Calabrese was already building an entrepreneurial legacy. Barely old enough to drive, Calabrese began transforming his ideas into thriving companies — coding websites in his parents’ basement and shipping products across the country while his peers were still studying for their driving tests. Calabrese’s…

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The Top 5 Ways to Make Side Income in 2025

Posted on November 1, 2025November 12, 2025 by Justin Calabrese

In an ever-evolving economy, finding ways to earn additional income has never been more accessible. With advancements in technology, shifting market trends, and increased opportunities for remote work, 2025 is brimming with possibilities for generating side income. Whether you’re looking to pad your savings, pay off debt, or simply diversify your income streams, there are…

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Why Every Business Needs a Plan (And Not Just in Your Head)

Posted on October 31, 2025November 12, 2025 by Justin Calabrese

I’ve started more businesses than I can count on one hand — seven, to be exact — and each one taught me something new. From the thrill of launching to the grind of daily operations, no two ventures were the same. Yet, there’s one thing I’ve never skipped: writing a business plan. Not the back-of-a-napkin…

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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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