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S2 E43 | The Blase Network: Baltimore to Tampa Bay with Chris

What happens when a Baltimore podcaster visits Tampa Bay? A raw, hilarious culture clash that reveals surprising truths about American cities, sports fandom, and the entrepreneurial journey.

Chris from the Blase Network brings his Baltimore perspective to our studio, immediately diving into sports talk with passionate takes on the Ravens, Lamar Jackson, and the upcoming NFL season. But as the conversation unfolds, we explore something much deeper—the stark contrast between city experiences across America.

As a documentarian and podcaster born in what he calls “the ass crack of Baltimore,” Chris offers an unfiltered look at growing up in a city recently named America’s dirtiest for the third consecutive time. His stories about youth crime, political leadership failures, and the practical challenges of urban life paint a vivid picture rarely captured in mainstream media.

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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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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!

E47 | Garrett Greco's Tampa Tales: From College Vibes to Real Estate Triumphs and the Quest for a Legacy

Garrett Greco’s Inspiring Journey: From Collegiate Fun to Real Estate Mastery

In the latest episode of Happy Hour Holidaze, hosts Sean and Manny Febre sit down with Tampa Bay’s own real estate virtuoso, Garrett Greco. Greco, known not just for his mastery in real estate but also for his deep familial ties to the city’s political scene, shares his journey from carefree college days to becoming a linchpin in the local real estate market.

Early Beginnings and Familial Influence

Garrett’s story is deeply woven with the fabric of Tampa itself. Born into a family renowned for their political involvement—his grandfather was a four-term mayor and his father a long-standing judge—Garrett’s narrative is punctuated with a profound sense of place and duty. During our conversation, he reminisces about his youth, highlighting how his familial legacy has bestowed upon him a unique perspective on business and community.

Garrett attended Florida State University, initially drawn by the vibrant college sports scene and the freedom college life offered. However, his direction shifted significantly after college, driven by a realization of the opportunities that real estate presented and a desire to do more than just participate in the family tradition of public service.

The Leap into Real Estate

Garrett candidly shares the pivotal moments that steered him toward real estate—a sector his mother had thrived in. His transition from employment to entrepreneurship is a tale of risk and reward, marked by his first nerve-wracking property flip and the strategic growth of his brokerage firm in Tampa and Sarasota. Garrett’s story is not just about financial gain but also about creating a community impact and building a sustainable business that contributes to the city’s development.

Strategic Insights and Building a Legacy

What sets this episode apart is Garrett’s detailed sharing of strategic business moves and the lessons learned along the way. He discusses the challenges of starting a brokerage, the dynamics of building a client base, and the importance of understanding market trends to make informed investment decisions.

Garrett also delves into the concept of legacy—not just the financial legacy of his business ventures, but the social impact he hopes to achieve through his work. His aim to blend business success with genuine community enhancement is both inspiring and instructive for anyone looking to make a mark in their industry.

Overcoming Challenges and Looking Ahead

No entrepreneurial journey is without its hurdles, and Garrett is open about the setbacks he faced. From economic downturns to navigating complex property deals, his resilience and ability to adapt have been tested time and again. Yet, his outlook remains overwhelmingly positive, focusing on future projects and opportunities for growth.

Looking ahead, Garrett discusses his plans to expand his real estate footprint, emphasizing the importance of staying true to one’s values and vision. His focus on not just building buildings, but also building lives and community spaces, is particularly poignant.

Conclusion: Lessons for Aspiring Entrepreneurs

This episode of Happy Hour Holidaze offers more than just a look into the life of a successful real estate developer; it serves as a blueprint for anyone aspiring to make their mark in any competitive field. Garrett’s journey underscores the importance of grounding business ambitions in personal values and community needs.

Listeners will walk away with not only a deep appreciation for what it takes to succeed in real estate but also practical strategies and personal anecdotes that underscore the power of perseverance, strategic planning, and community engagement. Join Sean and Manny Febre as they toast to Garrett’s ongoing journey and the invaluable lessons shared in this not-to-be-missed episode.

Don’t forget to follow and tune in to Happy Hour Holidaze for more engaging stories that blend business acumen with real-life wisdom and fun. Cheers to your next adventure in learning and entrepreneurship!

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