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Justin Calabrese

Entrepreneur, Author, Business Consultant, Digital Music Artist

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The Sandwich Approach: Serving Up Feedback Without the Burn

Posted on November 7, 2025November 12, 2025 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, 2025November 12, 2025 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, 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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Entrepreneur and Author Justin Calabrese’s Book Now Available at Walmart

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

Acclaimed entrepreneur, business strategist, and author Justin Calabrese is proud to announce that his latest book, Mastering Momentum: Driving Success in Business Management, is now officially available for purchase at Walmart, both online and in select store locations nationwide. Known for guiding over 150 small businesses toward sustainable growth, Calabrese blends real-world experience with actionable insights…

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Where the Best Business Ideas Come From: Turning Real Problems into Purpose

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

The Myth of the “Big Idea” People often ask me, “Where do you find your business ideas?” They expect me to say something about reading industry reports, scrolling through startup blogs, or brainstorming the next big tech disruption. But the truth is — most great ideas don’t come from boardrooms or business plans. They come from real…

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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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How I Learned to Stop Winging It and Love the Business Plan

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

If you had asked me in the early days of my entrepreneurial journey whether I thought a business plan was necessary, I would have laughed and said something like, “Why plan when you can just *do*?” I was the poster child for the dive-right-in mentality, brimming with enthusiasm and confidence, convinced that sheer passion and…

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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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Justin Calabrese

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

  • January 31, 2026 by Justin Calabrese How I Earned a Rare Double Lifetime Induction Into a Prestigious Business Honor Society
  • January 24, 2026 by Justin Calabrese Justin Calabrese Begins Doctor of Business Administration at South College
  • 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
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