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E65 | Davy Rolando’s Dynamic Dual Careers: From Radio Stardom to Tattoo Entrepreneurship, Nightclub Innovations, and Iconic Music Moments

Davy’s story begins with his unexpected entry into the world of radio—a world he never imagined himself in. A chance encounter with a girl he met at Prana led him to a pivotal decision: pursue an unpaid internship at 94.1 or stay in his comfort zone. Choosing the former, Davy’s dedication saw him rise from street team intern to a beloved on-air personality on the Freak Show, captivating Tampa Bay listeners with his authentic, unfiltered voice for over a decade. His journey in radio wasn’t without its challenges, though. Davy shares candidly about the struggles of being the “fill-in guy,” always waiting for a permanent spot, and the patience it took to finally land a full-time position after years of grinding.

The Transition to Entrepreneurship

But radio was never Davy’s endgame. He always saw it as a stepping stone to something he could truly call his own. This episode dives deep into his transition from the airwaves to the tattoo business, where he co-founded Emphasis Tattoo in Tampa. Davy shares the calculated risks he took, starting the business two years before leaving radio and navigating the challenges of opening just before the COVID-19 pandemic shut everything down. His foresight in having six months of operating costs saved up ensured that Emphasis Tattoo survived and eventually thrived, even expanding its operations thanks to the good graces of a landlord impressed by Davy’s business acumen.

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E64 | Christian Pena’s DJ Domination: From Teen Passion to Music Industry Icon, Radio Innovations, and Club DJing Challenges

The Birth of a DJ: Christian takes us back to where it all began—his love for music sparked at age 16 when he discovered the art of DJing. He recounts his relentless pursuit to land a spot on WTMP’s urban radio lineup, battling challenges like performing live without modern tech aids and overcoming age-related setbacks in the club scene. His journey from mixing tapes in his room to becoming a sought-after DJ is a testament to the power of passion and perseverance.
Life on the Edge: Christian dives into the contrasting worlds of entrepreneurship and traditional jobs, exploring the leadership and sacrifices required to build a career from scratch. He shares his experiences of juggling the uncertainty of entrepreneurial life with the false security that often comes with a 9-to-5 job. Through his story, listeners gain a deeper understanding of what it takes to step out of the comfort zone and chase their dreams.

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E63 | CJ Holland’s Golfing Greatness: From Baseball Beginnings, Junior Tour Dominance, to College Aspirations

What does it take for a young athlete to transition seamlessly from one sport to another while becoming a dominant force in the world of junior golf? In this insightful and inspiring episode of *Happy Hour Holidaze*, hosts Sean and Manny Febre sit down with CJ Holland, a rising star who’s taking the junior golf scene by storm. At just 15 years old, CJ has already achieved remarkable success, ranking 31st on the Hurricane Junior Golf Tour and earning accolades as one of the top young golfers in his district.

CJ’s journey began at the age of two, when he first picked up a plastic club and started swinging away in his backyard. Supported by his family, particularly his father and grandfather, CJ’s passion for golf grew as he spent time on the putting greens and golf courses near his grandparents’ home. His story took a pivotal turn in eighth grade when he made the bold decision to leave baseball behind—despite excelling as a Little League All-Star—to focus entirely on golf. Since then, his game has evolved dramatically, earning him multiple top finishes in highly competitive tournaments.

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Send Your Question

Got burning questions about business, entrepreneurship, or anything in between? We want to hear from you! Send us your queries, and hosts Manny and Sean Febre will answer them on an upcoming episode of Happy Hour Holidaze. Don’t miss this opportunity to get expert insights while having a great time. Simply drop us a message with your questions, and let’s dive into the world of business together!

E37 | Diego Gomez's Dazzling Ascent: Nightclub Majesty, Culinary Conquests, and the Spirited Dance of Entrepreneurship

From Nightclub Doors to Culinary Shores: The Unstoppable Journey of Diego Gomez

In the latest episode of “Happy Hour Holidaze,” hosts Sean and Manny Febre take us on a captivating journey through the life of Diego Gomez, a man whose story is as rich and diverse as the menu at his Tampa-based restaurant, Sandrita’s. From the pulsating heart of Miami’s nightclub scene to the helm of his own culinary venture, Diego’s narrative is a testament to the power of resilience, ambition, and the relentless pursuit of success.

Early Beginnings in Miami’s Nightlife

Diego’s story begins in the vibrant city of Miami, where, as a teenager, he navigated the electric atmosphere of the nightclub scene. Starting at just 15, Diego found himself handing out VIP bands and managing some of the city’s most coveted Saturday night slots. His tales of celebrity sightings, shrewd negotiations, and the hustle required to thrive amidst the glitz and glam offer a rare glimpse into an industry marked by both its high stakes and high rewards.

However, Diego’s journey through the nightlife was not without its challenges. From layoffs at the Cundee Kendall Hotel to encounters with the shady underbelly of Miami’s fraud scene, Diego faced obstacles that would have deterred a lesser man. Yet, it was these very trials that honed his resilience and set the stage for his later successes.

A Masterclass in Pivoting with Grace

Diego’s narrative is a masterclass in the art of the pivot. When faced with personal and professional upheavals, he demonstrated an uncanny ability to adapt and thrive. His foray into the world of real estate and stock market investments, though marked by stomach-churning dips, showcased his financial acumen and entrepreneurial spirit.

But it was perhaps his accidental entanglement in a banking scam that tested Diego’s mettle like never before. Faced with the prospect of ruin, Diego’s faith and family values guided him through the storm, illustrating the depth of his character and his unwavering commitment to those he holds dear.

Culinary Ventures and the Birth of Sandrita’s

Emerging from the tumult of his earlier years, Diego turned his sights to the culinary world, channeling his entrepreneurial drive into the creation of Sandrita’s in Tampa, FL. Named affectionately after his mother, Sandrita’s is not just a restaurant; it’s a celebration of family, culture, and the simple joy of good food. Here, Diego has brought to life the flavors of his heritage, from the famed Yelena Ruth sandwich to the handmade Arepas that hark back to his Colombian roots.

Sandrita’s stands as a testament to Diego’s journey—a journey marked by its highs and lows but defined by an indomitable spirit. It’s a place where every dish tells a story, and each bite is a reminder of the resilience and hard work that have been the hallmarks of Diego’s life.

Lessons in Resilience, Faith, and Family

Listening to Diego’s story, it’s impossible not to be moved by the lessons in resilience, faith, and the importance of family that emerge. His journey from the nightclub doors of Miami to the culinary shores of Tampa is a powerful reminder that with guts and gumption, every setback can indeed set the stage for a grander comeback.

Diego’s story is more than just an account of personal and professional triumphs; it’s a blueprint for anyone facing their own set of challenges, a reminder that no matter the twists and turns, the journey is always worth it.

In this episode of “Happy Hour Holidaze,” Sean and Manny have gifted us an inspiring tale of ambition, resilience, and the relentless pursuit of dreams. Diego Gomez’s story is a beacon of hope for budding entrepreneurs, culinary enthusiasts, and anyone yearning for a splash of inspiration in their lives. So, here’s to Diego—a man whose journey continues to inspire, and whose culinary creations keep us coming back for more. Cheers to a life deliciously lived!

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