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Entrepreneur, Author, Business Consultant, Digital Music Artist

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Tag: strategy

Giving Back to the Community That Built You

Posted on November 7, 2025November 7, 2025 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, 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 Finds Inspiration in Houston’s Architecture and Culture

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

Entrepreneur, author, and business consultant Justin Calabrese has long held a deep admiration for the vibrant architecture and cultural heartbeat of Houston, Texas. Known for his frequent visits to the city, Calabrese cites both family ties and his passion for the city’s unique blend of design, history, and innovation as reasons he often spends time…

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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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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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