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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!

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

Introduction

Welcome back to Happy Hour Holidaze, the podcast that bridges the gap between business insights, creative entrepreneurship, and a good dose of genuine fun. In Season 2, Episode 34, host Sean Febre is joined by guest host Max Paul, a former football athlete and frequent podcast contributor. Taking the spotlight this time is the multidimensional artist known as Shi—short for Artishi—who brings her authentic energy as a singer, rapper, songwriter, and host of the podcast She Speaks.

With co-host Manny Febre away this episode, Max Paul steps in and brings his easygoing energy to the mic. The conversation spans Shi’s journey from a church-performing child to a versatile creator balancing rap, R&B, podcasting, and more. If you’ve been looking for inspiration, an entertaining dose of nostalgia, or just a reason to smile, you’ve landed on the right page. Read on to delve into the many facets of this vibrant episode.

Segment 1: Setting the Stage

  • Sean Welcomes Max: Since Manny is absent, Sean proudly introduces Max Paul as guest host—an upgrade from his frequent role as a returning guest. Max’s dynamic presence immediately sets a fun, energetic tone.

  • Meet Shi (Artishi): Shi, whose artistry spans rapping, singing, and podcasting, takes the mic to share how she started writing at the age of five. Raised in a church environment that nurtured the performing arts, she harnessed her innate creativity early on.

  • From Childhood Writer to Multi-Talent: Shi credits her early church upbringing for exposing her to performance excellence. She participated in dance routines, practiced choral techniques, and soaked up every ounce of musical knowledge—everything from classical ballet to hip-hop. This unique fusion shaped her current-day artistry.

Notable Quote

“I’ve been writing since I was five. I loved having a tape recorder and recording songs, then writing down the lyrics to train my voice.”
Shi

Segment 2: “She Speaks” and the Power of “Goal Friends”

  • Shi Speaks Origin: Sean asks Shi about her own podcast, She Speaks, and the concept of “Goal Friends.” She details how she came up with the idea based on her natural inclination to offer advice and support. With a knack for words and emotional insight, Shi saw an opportunity to create “safe spaces” for people to grow together.

  • Goal Friends Explained: Rather than fostering competitive energy, Shi believes in supportive, uplifting circles of friends—“goal friends”—who celebrate one another’s wins and personal evolution.

  • A Safe Space to Fix Your Face: One of Shi’s signature phrases, this motto underscores the judgment-free environment she strives to build. Whether it’s launching a business or processing life’s emotional rollercoasters, her podcast offers a place where people can openly confront challenges without fear.

Notable Quote

“Safe space to fix your face—when you can feel vulnerable, face yourself honestly, and still be supported.”
Shi

Segment 3: The Musical Journey—Performances and Insights

  • Showcasing “Soon” and “We Swinging”: Shi gives listeners a taste of her sultry R&B track “Soon,” then shifts gears by introducing her uplifting single “We Swinging.” She passionately breaks down the nostalgic vibes, which she describes as “90s meets today’s energy.”

  • The Story Behind “We Swinging”: The catchy, upbeat track comes with a motivating message: “As long as you’re up to bat, they can’t count you out.” Shi recounts how the song’s genesis was rooted in wanting to bring fun, barbecue-style nostalgia back into modern music—a “feel-good” quality she feels is missing in today’s industry.

  • Diving into Rap & R&B: Shi seamlessly navigates hip-hop’s lyrical grind while embracing classic R&B’s warm melodies. She reveals that her creative influences run the gamut from Lauryn Hill and Tupac to Michael Jackson and Beyoncé, reflecting her desire to blend heartfelt messages with contemporary flair.

Notable Moment

Shi’s live rendition of “Soon,” featuring smooth harmonies and charismatic stage presence, leaves the entire room in awe.

Segment 4: Navigating Industry Challenges—Consistency & Delegation

  • Overcoming Perfectionism: Shi admits that her biggest hurdle is trying to do it all herself. Between writing, editing podcasts, crafting marketing materials, and performing, she sometimes struggles with burnout and time management.

  • Letting Go & Delegating: Sean shares how his entrepreneurial path taught him the importance of handing off tasks. Allowing collaborators to contribute—even if the final product isn’t “perfect” by her personal standards—often yields surprisingly positive results.

  • Max’s Content Advice: Max dives in with tangible tips about identifying your audience “niche,” consistently posting teaser clips, and utilizing collaboration features on platforms like TikTok and Instagram. He encourages Shi to experiment with raw, unfiltered content, which can sometimes resonate even more deeply than polished versions.

Tips for Aspiring Creators

  1. Embrace the 70% Rule: If your output is 70% perfect to you, there’s a good chance the audience will find it 100% amazing.

  2. Schedule Teasers: Keep your existing followers engaged while attracting new ones.

  3. Use Simple Tools: AI-based apps like Opus Clips can simplify post-production, clipping, and social media content strategies.

Segment 5: Personal Journeys, Identity, and Vulnerability

  • From Preacher’s Kid to Creative Force: Delving deeper, Shi talks about her upbringing in a family that prioritized faith and the arts. Her mother’s unwavering support and the church’s dedication to nurturing children’s passions propelled her creative spirit.

  • Discussing Sexual Identity: A candid conversation arises around Shi’s experiences identifying as lesbian, while still acknowledging rare male connections. She clarifies the complexity of labeling and how societal perceptions can sometimes constrain genuine human experiences. Max and Sean listen intently, underscoring the importance of personal authenticity in both relationships and creativity.

  • Safe Space to Be Real: One of Shi’s overarching themes is the power of vulnerability—in songwriting, in podcasting, and in day-to-day life. Both men and women, she argues, need spaces where emotional honesty is valued over social stigmas.

Notable Quote

“Men deserve safe spaces to feel, too. Being open doesn’t make you weak; it makes you human.”
Shi

Segment 6: Collaborative Energy & Future Plans

  • Max’s Co-Hosting Style: Throughout the episode, Max balances his jovial side with genuine curiosity about Shi’s artistic process. Known for his background in football and entrepreneurial ventures, he shares that pivoting into the podcasting and content space expanded his horizons.

  • The Chemistry in the Room: The interplay between Sean, Max, and Shi produces a relaxed, comedic ambiance peppered with moments of depth. Laughter erupts over stories of Girl Scout cookies, childhood fundraisers, and comedic interviews, demonstrating how creativity and levity can coexist with serious insight.

  • What’s Next for Shi: While pushing her single “We Swinging,” Shi is also planning more content for She Speaks. She aims to bring a spectrum of voices—artists, entrepreneurs, everyday go-getters—to talk openly about chasing dreams, maintaining mental health, and cultivating supportive communities.

Episode Highlights & Takeaways

  1. Authentic Storytelling: Shi’s background—from her church upbringing to her multi-genre approach to music—shows that authenticity resonates no matter where you start.

  2. The Importance of Circles: Both Shi’s concept of “goal friends” and the synergy between Sean, Max, and Manny highlight how success is often a team effort.

  3. Self-Care & Boundaries: Understanding when you’re overextending and learning to delegate can save creators from burnout.

  4. Vulnerability as Strength: Whether it’s men grappling with societal expectations or women navigating identity labels, being honest and open leads to more meaningful growth.

  5. Entertainment & Entrepreneurship Crossover: Happy Hour Holidaze consistently reminds listeners that creativity isn’t limited to one field. Mixing music, podcasting, and business insights makes for fresh and exciting conversations.

Final Words from Shi

Shi signs off with the uplifting message behind “We Swinging”:

“As long as you’re up to bat, they can never count you out. Keep swinging—keep trying—because it’s never too late.”

She invites listeners to join her on She Speaks, to embrace vulnerability, and to find those circles of support that help transform challenges into stepping stones.

Connect with the Hosts & Guest

Conclusion

This episode of Happy Hour Holidaze pulses with creativity, authenticity, and inspiring conversation. From Shi’s melodic showcase to the group’s insights on what it takes to be consistent as a content creator, there’s a wealth of lessons for anyone seeking to balance hustle with heart. With her multifaceted talents and unwavering belief in the power of vulnerability, Shi embodies the spirit of turning trials into tribulations worth singing about.

If you’re looking to add a spark to your daily routine—whether through music, motivational insights, or just a good laugh—this episode delivers on all fronts. Raise your glass to a hearty mix of talent, tenacity, and truthful conversation. Cheers to a podcast experience that’s as enriching as it is entertaining!

Thank you for joining us for Season 2, Episode 34. Tune in again for more enlightening interviews and to learn from the pioneers, mavens, and trailblazers shaping tomorrow, one conversation at a time.

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