Cruising Altitude with Kelly O'Shea

Kelly O'Shea
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Welcome to Cruising Altitude — the podcast where we rise above the turbulence of life and step into the freedom, clarity, and luxury of living at our highest level.I’m Kelly O’Shea —business development consultant, private jet advisor, author, mom, and living proof that you can crash into life’s turbulence, pick up the pieces, and still arrive in style. Whether you’re navigating business, healing, or building a life that feels limitless, this is your boarding pass to living the life you were brave enough to chase.. So buckle up — we’re ready for takeoff.

Episodes

  1. JAN 3

    ✈️Episode 10 - The Sunshine State

    with David Brauntz — Digital Marketing & SEO Specialist, New Business Partner of Kelly Florida vibes meet business mastery ☀️ Join Kelly as she welcomes her new business partner, David Brauntz, in this sizzling episode. Together, they dive into what it really means to rise in the Sunshine State — merging digital innovation, marketing muscle, luxury vision, and the unwavering drive to show up bigger than ever. What we’ll explore: How David built his digital marketing and SEO expertise, and why it matters now in this high-stakes, high-visibility world. Kelly’s personal pivot — what it looked like to step into a new chapter, partner up, and elevate from idea to legacy. The unique power of Florida as a launchpad: markets shifting, opportunities growing, and the mindset shift for bold women ready to play large. Practical tools and insights in digital branding, SEO strategy, and marketing luxury-level businesses. If you’re building beyond the typical, this one’s for you. The intention behind the partnership: why teaming for the future in this space is not just smart, it’s inevitable.Buckle up, because we’re not just rising — we’re soaring. From sea breeze to business breeze, the altitude is calling. 🚀 Support the show

    27 min

  2. 12/27/2025

    ✈️Episode 9 — Couture & Cashflow: The Luxe Rise of Bosses in Heels

    In this power-packed episode of Cruising Altitude, Kelly sits down with Alexis Ferguson — founder of Bosses in Heels PB, luxury connector, and unmistakable force in the Palm Beach elite. From the launch of a women-forward empire to commanding rooms where couture meets capital, Alexis shares how she built a brand that blends resilience, style, and strategic elevation. Expect a runway-ready conversation about: ✨ Turning vision into high-end experiences ✨ Scaling a community of ambitious women in luxury markets ✨ The intersection of fashion, philanthropy and wealth creation ✨ Why being bold, attending to detail, and playing big are non-negotiables ✨ How you can step into your own boardroom (and runway) with confidence and clarity This isn’t just about glamour — it’s about governance over your brand, your money, your network and your legacy. If you’re ready to rise above, arrive in style, and build with purpose — this conversation is your boarding pass. Support the show

    26 min

  3. 12/20/2025

    ✈️Episode 8 — Repeating the Cycle

    with Melissa Shelton — Kelly’s Middle-School Bestie who studied Child Psychology.  What happens when the patterns we swore we’d outrun… start showing up in our own adult lives? In this deeply personal episode of Cruising Altitude, Kelly sits down with Melissa Shelton, a child psychologist and lifelong friend who has seen her evolution from the very beginning — all the way back to middle school. Together, they open up the early chapters of Kelly’s memoir: Chapter 1 — Princess Kitty Chapter 2 — Repeating the Cycle This conversation explores: ✨ Childhood wounds that echo into adulthood ✨ Generational patterns of survival, perfection, and pain ✨ The moment you realize you’ve become what once hurt you ✨ The courage required to break a cycle — not repeat it ✨ How understanding our younger selves becomes the key to freedom This episode is for anyone who has ever thought: “I promised myself I’d be different… so why does this still feel the same?” Because awareness is the first step. Healing is the second. And choosing a new legacy — that’s where the real magic begins. 💫 Support the show

    47 min

  4. 12/13/2025

    ✈️ Episode 7 — The Light at the End of the Tunnel Is Inside of You

    with Gabby Rothman What if the light you’ve been chasing… was within you all along? 💫 In this episode of Cruising Altitude, Kelly sits down with resilience advocate and radiant force, Gabby Rothman, to explore what it really takes to rise when life gets dark. From navigating deep tunnels of self-doubt to discovering a strength she didn’t know she had, Gabby shares the turning points, tools, and truths that helped her activate her inner light — and build a life that feels aligned, empowered, and undeniably luminous. This conversation is for anyone who is: ✨ In a season of turbulence ✨ Ready to reconnect with their higher self ✨ Craving clarity, confidence, and a new altitude ✨ Learning to heal while still chasing big dreams Because when you realize the light isn’t out there — it’s you — everything changes. Buckle up. We’re rising from the inside out. ✈️💛 Support the show

    35 min

  5. 12/06/2025

    ✈️ Episode 6 — This Ends With Us: Breaking Generational Curses & Building a Legacy with Dylan O’Shea

    Some stories don’t just impact one life — they echo through generations. In this deeply personal episode of Cruising Altitude, I sit down with my son, Dylan O’Shea, to talk about breaking family patterns, reclaiming your story, and building a legacy rooted in choice, courage, and love. We dive into the moments that shook me to my core — the loss of his father, the end of a business partnership, and the termination of my longest-standing client campaign — all while navigating the challenges of emancipating from my immediate family. I felt like the ground had been pulled out from underneath me, but in those cracks, I discovered the power to rebuild. Together, Dylan and I explore how I “blew up” my old life and began the spiritual and emotional work needed to pick up the pieces and turn life into a masterpiece on my own terms. This episode is for anyone ready to break cycles, heal beyond themselves, and create the life and legacy they truly deserve. Buckle up — it’s time to end the old patterns and rise stronger than ever. 🌹✨ Support the show

    31 min

  6. 11/29/2025

    ✈️ Episode 5 — The Warrior Awakened

    Featuring: J.R. Hutter — U.S. Army Veteran, Recovery Coach, and Mentor Some battles are fought on the battlefield, and some are fought within. In this episode of Cruising Altitude, I sit down with J.R. Hutter, a U.S. Army Iraq War veteran, father, and former drug addict and alcoholic, to talk about his journey from darkness to discipline, purpose, and leadership. We share stories from our party pasts, the struggles that nearly broke us, and the choices that set us on a path to transformation. J.R. now helps others in early sobriety optimize their lives, stay accountable, and rise stronger — providing the tools, mindset, and community they need to thrive. He’s also launching a nonprofit, The Warrior Reborn Project, to provide mentorship and therapy for people exiting rehab, ensuring that those ready to fight for their future have the support they need. This conversation is for anyone seeking hope, guidance, and the reminder that even after the hardest battles, you can rise, lead, and thrive. Buckle up — it’s time to awaken your inner warrior. ⚔️✨ Support the show

    32 min

  7. 11/22/2025

    ✈️ Episode 4: The Art of Reinvention: Finding Strength Through Motherhood with Blakely Giordano

    This one hits close to home. Today’s episode features Blakely Giordano — a friend who’s been in my world since 2014, the year I stepped into a brand-new chapter of life. We open with the whirlwind: getting married in July 2014, bringing home Bailey that November, and welcoming Dylan on 11/27/15 — the moment everything changed. From a dream-life on paper to the shocking reality of being pushed out of my job at Magellan while caring for a newborn, and the unexpected pivot into baby brands, social media, and hustling to survive. Blakely and I go deep into the parts people don’t post: Navigating addiction and the unraveling of my marriageSecondary infertility and the heartbreak of unanswered prayersFinancial stress behind the curated suburban façadeFeeling like an outsider among moms who weren’t ready for real talkThen came the leap — a move to Florida in 2018, a separation in 2019, and the unimaginable loss of my husband in 2020. Through it all, motherhood became my anchor, even when the world felt like it was collapsing beneath my feet. This chapter closes with a new kind of beginning: giving up alcohol in August 2021, right as Dylan walked into Kindergarten — the moment I finally chose clarity, healing, and myself. This conversation with Blakely is raw, honest, and proof that even when life drops you to your knees… you can rise up, rewrite the story, and come out stronger than ever. Support the show

    37 min

  8. 11/15/2025

    ✈️ Episode 3: From Strategy to Success: Mastering the Pivot with Paul Fioravanti

    Turning Vision Into Reality with Paul Fioravanti — Interim CEO, Growth Strategist & Business Development Powerhouse.  In this episode, we sit down with Paul Fioravanti, MBA, MPA, CTP — the executive leader companies call when the stakes are high and the path forward isn’t clear. With decades of experience as an interim CEO guiding organizations through transformation, Paul has become a master at turning strategy into measurable success. We also dive into my career journey — from NYC PR Girl to my bold pivot into the world of business development, social media influence, publishing, and sales in a post-COVID landscape.  Paul shares the mindset shifts that fueled his evolution, the lessons he learned steering major companies through disruption, and the unexpected opportunities that arise when leaders embrace reinvention. Paul leaves us with his top advice for building powerful business development engines — rooted in relationship capital, vision alignment, and executing like your future depends on it (because it does). If you’re a founder, executive, or anyone hungry to scale your impact, this conversation will inspire you to elevate your strategy… and step boldly into your next chapter. Support the show

    39 min

  9. 11/08/2025

    ✈️ Episode 2 — Blooming Boldly Into Kings & Queens with David Breitenbach of BodyStreet

    Some transformations don’t just happen in the gym — they happen in how you choose to show up for yourself. In this episode of Cruising Altitude, I sit down with David Breitenbach, my trainer from BodyStreet, to discuss the power of EMS training and how 20 minutes a day can feel like four hours in the gym — if you do it right. We dive into the moment I fully stepped into my power, aligning luxury, purpose, and emotional freedom, and explore how to separate yourself from others’ expectations to define your true path. David and I discuss the small but brave actions that start healing: choosing self-awareness over avoidance, sitting with discomfort instead of numbing it, and using physical and mental training as a catalyst for transformation. After a year at BodyStreet, I can say firsthand — EMS training isn’t just about your body, it’s about unlocking confidence, focus, and the courage to rise into your highest self. So buckle up, take a deep breath, and join us as we bloom boldly into the kings and queens we were meant to be. 🌹✨ Support the show

    30 min

  10. 11/01/2025

    ✈️ Episode 1 — How to Rise After The Fall with Dr. Lisa C. Palmer, PhD, LMFT, CHT

    Every rise has a beginning — and mine began long before I knew what resilience even meant. In this premiere episode of Cruising Altitude, I’m pulling back the curtain on the childhood stories, silent pressures, and early cracks that paved the runway for the woman I’m becoming today. I’m joined by Dr. Lisa Palmer — internationally recognized expert in trauma recovery and Director of The Renew Center of Florida. Together, we unpack the truth about growth: it doesn’t happen when life is smooth. It happens when you’re forced to navigate the turbulence. Listen to how I fought so hard for the freedom I always wanted, broke generational curses and began building generational wealth.  This is your reminder that the fall isn’t failure — it’s training. It’s character. It’s the moment you learn how to land with your crown intact… and prepare for takeoff again. If you’ve ever looked at your past and thought it disqualified you, this episode will help you see it for what it truly is: your power source. So grab your boarding pass, take a deep breath, and let’s rise — together. ✨ Support the show

    1h 3m
  • 10 Episodes

About

Welcome to Cruising Altitude — the podcast where we rise above the turbulence of life and step into the freedom, clarity, and luxury of living at our highest level.I’m Kelly O’Shea —business development consultant, private jet advisor, author, mom, and living proof that you can crash into life’s turbulence, pick up the pieces, and still arrive in style. Whether you’re navigating business, healing, or building a life that feels limitless, this is your boarding pass to living the life you were brave enough to chase.. So buckle up — we’re ready for takeoff.

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