👋 Managing Tech Millions 📈 your go-to source for building wealth with tech equity and managing the money that comes with it.
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For years, I chased the dream that everyone told me would bring happiness—big title, high salary, working at the top of my industry in New York City. In 2016, I had it all: I was the Chief Information Officer, working on Madison Avenue, climbing toward an IPO with equity and prestige. But deep down, it felt like hell.
I remember the breaking point clearly—another phone call to my wife, telling her I wouldn’t make it home for dinner. Again. I had three young kids at home, a beautiful family I barely saw, and despite all the money and success, I felt exhausted, frustrated, and empty.
This video is the start of my journey to build something radically different: a life I didn’t need a vacation from.
I dive into the painful realization that chasing traditional success was costing me everything that really mattered. I share how I began to redesign my life, step by step—rethinking what work meant, redefining success on my own terms, and learning to prioritize freedom, presence, and purpose over status.
This isn’t a get-rich-quick story. It’s about alignment. It’s about creating a sustainable lifestyle where your values match your calendar. In this episode, I open up honestly about what pushed me to make a change and the early steps I took to get out of the rat race.
If you've ever felt stuck in a career that looks good on paper but drains you daily, this story is for you. I hope it inspires you to ask better questions and start building a version of success that actually feels like your own.
Discover why chasing titles and high salaries doesn't guarantee happiness—and what actually does.
Learn how redefining success can help you align your life with your true values and priorities.
Get mindset shifts to help you start living intentionally.
See how small, courageous steps can lead to a more fulfilling, balanced, and sustainable life.
Learn why building a life you don’t need to escape from is not only possible—but necessary.
⏱️ Timestamps
[00:00] Introduction to building a life without needing a vacation
[02:30] Living the corporate dream—but feeling empty
[05:15] The family sacrifices and emotional cost
[08:00] The moment I knew something had to change
[10:45] Redefining success and starting over
[13:20] Learning to live with intention
[15:40] Lessons from stepping away from the rat race
[18:30] First steps toward a freedom-based lifestyle
[21:00] Key takeaways and what’s coming next
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Disclaimer: This newsletter is for informational purposes only and does not constitute financial or career advice. Always consult with qualified professionals before making any decisions based on the information provided.
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