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Entrepreneur, Author, Business Consultant, & Digital Music Artist

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Month: April 2026

Finding Myself Again in Jeffersonville, Vermont

Posted on April 29, 2026May 31, 2026 by Justin Calabrese

There’s something about Jeffersonville that doesn’t just invite you in—it holds onto you. Tucked quietly beneath the towering presence of Mount Mansfield, this small Vermont village has become more than just a destination for me. It’s a place where time softens, where the noise fades, and where memories feel a little more vivid. Every trip seems to begin…

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Sunlight & Strength: How Getting Outside This Summer Boosts Body, Mind, and Momentum

Posted on April 29, 2026June 1, 2026 by Justin Calabrese

As temperatures rise and daylight stretches well into the evening, summer presents more than just a seasonal shift—it offers a powerful opportunity to reconnect with physical health, mental clarity, and the outdoors. Across parks, trails, and neighborhoods, more people are stepping outside, trading indoor routines for fresh air, sunlight, and movement. Health experts consistently point…

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What Building Businesses Taught Me About People

Posted on April 5, 2026June 1, 2026 by Justin Calabrese

If there’s one thing entrepreneurship has taught me over the years, it’s this: business is never just about business. On the surface, people often see business as numbers, strategy, marketing, sales, growth, and execution. And while all of those things certainly matter, I’ve come to realize that underneath every transaction, every challenge, every opportunity, and…

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justincalabrese

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

Over the water in #Cayman Over the water in #Cayman
Tonight’s dinner view from #tukkarestaurant in #Ca Tonight’s dinner view from #tukkarestaurant in #CaymanIslands #vacation #dinner
Dinner with this guy ☝️ @tukka_east_end Dinner with this guy ☝️ @tukka_east_end
This is one salad I can endorse. Highly recommende This is one salad I can endorse. Highly recommended #AsianSalad from @sunshinegrillcayman345 #GrandCayman #restaurant #lunch #salad
Sitting on the #beach in #GrandCayman Sitting on the #beach in #GrandCayman
After a day of rain… #rainbow #islands #dinnerdate After a day of rain… #rainbow #islands #dinnerdate #love #vacation
Athens never disappoints. #Athens #Partheon #Greec Athens never disappoints. #Athens #Partheon #Greece #Family #Travel
6 years ago. #loveislove 6 years ago. #loveislove
#NeverForget #NeverForget
#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
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