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Cruising Altitude with Kelly O'Shea
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.
Cruising Altitude with Kelly O'Shea
✈️ 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. 🌹✨