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Justin Calabrese

Entrepreneur, Author, Business Consultant, Digital Music Artist

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Time Well Spent: My Love for Watches and the Stories They Tell

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

For as long as I can remember, watches have been more than accessories — they’ve been storytellers. Each timepiece I own captures a chapter of my life: a success, a journey, a moment worth remembering. Some people mark milestones with photos or trophies; I mark mine in hours, minutes, and seconds.

Justin Calabrese, Bovet Sportster watch. One of 150 made in the entire world since 1822.

Over the years, my collection has grown into a reflection of both heritage and personal achievement. I’ve owned five Rolex watches — two Oyster Perpetuals, a Submariner, and two Datejusts — each one a symbol of evolution and growth. Rolex, to me, represents mastery through patience: never rushed, always refined. The Oyster Perpetual embodies simplicity and authenticity, a reminder that elegance doesn’t shout — it whispers. The Submariner captures strength and boldness, echoing my drive to dive deep into every challenge. And the Datejust stands as a marker of balance and accomplishment, its timeless face reminding me that progress is built one deliberate step at a time.

But then there’s my Bovet Sportster — a masterpiece among masterpieces. One of only 150 ever made, it celebrates the kind of craftsmanship that borders on poetry. I purchased it to mark a deeply personal milestone, one that deserved the kind of artistry Bovet is known for. Each glance at its intricate detailing is a quiet nod to excellence, reminding me that luxury isn’t about extravagance — it’s about purpose.

And then comes the showstopper: my Jacob & Co. Five Timezone, glistening in more than four carats of the world’s finest diamonds. It’s bold, unapologetic, and built for those who don’t just travel the world — they live it. The watch captures multiple time zones at once, reflecting the global rhythm of my life and the places I’ve explored. Each sparkle tells a story — of late nights, bright lights, and the thrill of being exactly where I’m meant to be.

My collection isn’t about price tags; it’s about moments. When I was in Lucca, Italy, I purchased a Rolex to remember the warmth of the Tuscan sun, the cobblestone charm, and the laughter of good company. Every glance at that watch takes me back there — proof that time, when cherished, never really fades.

In the end, watches remind me that time isn’t something to chase — it’s something to honor. And through each one, I’m reminded that the finest moments in life don’t just pass — they tick, one beat at a time.

Category: Lifestyle, Travel

Justin Calabrese

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

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