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S2 E35 | Real Estate Realities: Navigating Today’s Market with Manny Manna

Cutting through the noise of real estate misinformation, Manny Manna—a successful entrepreneur with extensive experience in property development, private equity, and lending—delivers an eye-opening assessment of today’s housing market that both novice buyers and seasoned investors need to hear.

The conversation dives deep into how social media “experts” are spreading dangerous misinformation about real estate for clicks and views, while lacking the credentials and continuing education that would validate their advice. Manny shares his professional insights on why macroeconomic factors beyond interest rates—including tariffs on building materials, logistical challenges, and policy decisions—are shaping housing affordability in ways many commentators miss.

Perhaps most shocking is the revelation that 68% of properties in Hillsborough County are investor-owned, pushing Tampa into the top 10 U.S. cities for homelessness and housing insecurity despite its economic growth. This stark contradiction between prosperity and social challenges raises profound questions about community development priorities.

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S2 E34 | Artistry Unleashed with Shi: From Songwriting at Five to Finding Her Voice

Enter the vibrant world of Artishi – a dynamic force in Tampa Bay’s creative scene who’s redefining what it means to be authentically yourself as an artist. In this captivating conversation, we dive deep into the journey of a multi-talented creator who’s been crafting words and melodies since the tender age of five.

Artishy reveals the fascinating story behind her podcast “Shi Speaks” and her mission to create what she calls “safe spaces to fix your face” – environments where people can be vulnerable, grow, and transform without judgment. Her concept of “goal friends” – supportive circles that celebrate your wins rather than competing with them – provides a refreshing perspective on building meaningful relationships in creative industries.

The conversation takes unexpected turns as Artishi performs snippets of her songs “Soon” and “We Swinging,” demonstrating her versatile musical style that blends nostalgic 90s vibes with contemporary sensibilities. Her track “We Swinging” carries a powerful message beneath its catchy exterior: “As long as you’re up to bat, they can never count you out” – a mantra for perseverance that resonates throughout her work.

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S2 E33 | Alex Delgado Beyond the Uniform: A Marine’s Journey Through Entrepreneurship

What separates those who dream from those who do? Alex Delgado’s remarkable journey from Marine Corps intelligence analyst to serial entrepreneur reveals that success isn’t about avoiding failure—it’s about learning from each experience to fuel your next venture.

The serial entrepreneur, Marine veteran, and author of “The Four Fs: Seeking Self-Mastery in Faith, Family, Fitness, and Finances” takes us through his fascinating career trajectory, beginning with a doomed hip-hop clothing store in Miami. Rather than being discouraged when competing with vendors selling stolen merchandise from car trunks, Delgado extracted a valuable insight about advertising from the experience that led to his next business: marine advertising with inflatable billboards towed along Miami’s beaches. This venture flourished, attracting major clients including Miller Coors, Red Bull, and international DJs.

Throughout the conversation, Delgado reveals how military discipline shaped his approach to both business and life. While many might find balancing active Marine duty with entrepreneurship impossible, he simultaneously pursued multiple degrees—eventually earning his MBA—while launching businesses. This commitment to continuous growth reaches far beyond professional pursuits, as evidenced by his dedication to marathon running and community building through the newly-formed Oldsmar Running Club.
Born and raised in Tampa, Morgan’s athletic journey began with track and basketball before transitioning to boxing after wandering into a gym and being inspired by a young female fighter. Despite starting at the relatively late age of 28, her natural competitive fire quickly propelled her through the amateur ranks to become #3 in the country before turning professional.

Coach Moniette, her trainer and manager, doesn’t sugarcoat the brutal realities of boxing. He made Morgan study for a full year before her second amateur fight, ensuring she understood the sport’s dangers—including the approximately 13 fighters who die annually in the ring. This sobering perspective shapes their approach: “You’re not just training to win; you’re training to kill… and be willing to die.”

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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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