Cruising Altitude with Kelly O'Shea

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 b...

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 conversa...

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. To...

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 t...

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,...

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 p...

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...

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...

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,...

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 Cent...