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S2 E42 | Ride with Alissa Hale: From Alabama to Florida, Alissa Hale’s Country Music Journey

Meet Alissa Hale, a rising country star who’s redefining what it means to be a modern artist. Born and raised in Alabama with a 12-year background in gymnastics and ballet, Alissa’s path to music came through an unexpected intersection of talent, determination, and a mother who believed in her enough to talk her up to a music producer.

During this candid conversation, Alissa gives listeners an exclusive world premiere of her upcoming single “Ride” – a bold, wild anthem for Southern girls who aren’t afraid to embrace their freedom and make no apologies for it. The track, releasing June 20th, perfectly captures her authentic country roots while bringing a fresh energy to the genre.

What makes Alissa truly unique is her innovative approach to building her brand. She’s created “Dirty Blonde,” a groundbreaking zombie video game that integrates her music into gameplay – something never before seen in country music. Players blast “deadheads” while experiencing her songs in an immersive environment, creating an entirely new way for fans to connect with her work. This creativity extends to her entrepreneurial ventures, including a hot sauce line featuring her signature blend and an upcoming ghost pepper version aptly named “Hot as Hell.”

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S2 E41 | Hard Money, Hard Lessons with Caleb Delgado

What happens when life knocks you down not once, but twice—and you find the strength to build something even better than before?

Caleb’s journey from Queens-born soccer player to mortgage mogul to nearly bankrupt and back again is a masterclass in resilience and entrepreneurial spirit. Growing up in Long Island with immigrant parents, he learned early lessons contrasting wealth and struggle that would prove invaluable later in life.

His soccer skills earned him a D1 college spot playing center midfield, but family financial troubles forced him to leave school and enter the mortgage industry at just 20. The timing couldn’t have been more dramatic—the early 2000s “Boiler Room” era of mortgage lending. Within months, Caleb was making hundreds of thousands, driving luxury cars, dropping $10,000 on dinner tabs, and living what seemed like the dream. Until 2008 hit.

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S2 E40 | Black Clover The Fight Within: Balancing Trucking and MMA Dreams

In the realm of combat sports, few stories embody raw determination quite like that of Forrest “The Black Clover.” From the humble beginnings of Dade City, Florida, where growing up with seven brothers meant daily wrestling matches were simply part of life, Forrest has carved a unique path to becoming a 6-1 professional MMA fighter while maintaining a full-time career as a truck driver.

This conversation peels back the layers of what makes a fighter persist despite overwhelming odds. Forrest reveals how he manages the seemingly impossible—driving trucks across state lines, sometimes to Texas and back, while maintaining the discipline to train, cut weight, and dominate in the cage. “If you want it bad enough, you’re going to find a way to do it,” he shares, describing how he performs pull-ups in his truck and jumps rope in the back of trailers just to stay conditioned while working.

What truly separates this fighter is his authentic approach to both victory and defeat. After amassing an impressive 8-0 amateur record, Forrest transitioned to pro fighting with refreshing honesty about his motivations: “What made me stop at eight was I wanted to get paid.” His lone professional loss became not a setback but a catalyst, especially after seeing the look on his young son’s face following the fight: “No more losing in front of you, this ain’t happening,” he vowed. True to his word, his comeback fight ended with a devastating first-round TKO.

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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!

E8 | Ybor City Secrets Mafias, Mysteries, and Lost Tunnels Revealed with Steve Hollingshead

Introduction

Tampa, a bustling metropolis, has always been more than just its beautiful beaches and vibrant nightlife. Nestled within its confines lies Ybor City, a historic neighborhood with tales as rich as its culture. This week on our podcast, Happy Hour Holidaze, we embarked on a journey back in time to unravel the mysteries of Ybor City History and the shadows that shaped Tampa’s foundations.

A Guest Like No Other: Steve Hollingshead

Joining Manny and Sean Febre was Steve Hollingshead, a renowned historian and documentary filmmaker. Steve, with his encyclopedic knowledge of Tampa History, spun captivating stories of Ybor City and the influential figures who once walked its streets. And among those tales, the legendary Ybor City Mafia stood out, painting a vivid picture of power, loyalty, and betrayal.

Ybor City Mafia: More Than Just a Name

The Cigar City Mafia wasn’t merely a group; it was a phenomenon. These puppeteers of Ybor City intricately wove their influence, marking an era of blood and suspense. Through Steve’s words, listeners were transported to an age where snitches met their doom, and competition was silenced before they even began.

Beneath Tampa’s Streets: Lost Tunnels and Secrets

Yet, the stories didn’t end on the cobblestone streets. Steve guided us deeper, quite literally, to the lost tunnels beneath Tampa. These underground pathways whispered tales of smuggling, trafficking, and covert operations. It’s a side of Tampa History that few have explored, making it an exhilarating revelation for both hosts and listeners.

A Documentary Worth Watching: “Ybor City Underworld: A History”

For those itching to dive even deeper, Steve introduced his latest documentary on Amazon Prime, “Ybor City Underworld: A History.” This film promises a visual exploration of Ybor City’s History, complete with dramatic reenactments, expert insights, and a captivating narrative that promises to keep viewers on the edge of their seats.

Wrapping Up

Ybor City, with its complex history and vibrant present, remains a testament to Tampa’s resilience and evolution. Through episodes like this, we aim to bring these tales to the forefront, ensuring that history isn’t forgotten but celebrated and explored.

Whether you’re a Tampa native, an enthusiast of Ybor City, or just someone with a keen interest in history, this episode of Happy Hour Holidaze is a treat that shouldn’t be missed. Dive into the mysteries, the legends, and the realities of a time gone by. And as always, cheers to the stories that shape us!

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