In this episode, Chris Kalaboukis sits down with Stacy Sparks, founder of The Midlifepreneur, to discuss an unexpected career turning point that transformed her from a corporate executive into an entrepreneur helping others navigate midlife reinvention.
If you’ve been enjoying Nomads 50+ and are seriously considering this next chapter, consider becoming a paid subscriber. You’ll get full access to every in-depth city guide, each Sunday Spark business idea, and the upcoming Recalibrate50+—a structured, ongoing guide to help you move from dreaming about your next chapter to designing it carefully and confidently. Your support keeps this publication independent, ad-free, and focused on helping adults redefine what life after 50 can truly look like.
After spending years climbing the corporate ladder—from frontline supervisor to Executive Vice President and CEO successor—Stacy believed she had achieved the career she’d worked toward for decades. Then, just as she was about to become CEO, everything changed overnight when the outgoing CEO unexpectedly decided not to retire.
Rather than waiting indefinitely for someone else to decide her future, Stacy made a life-changing decision: she resigned not just from her company, but from the workforce itself.
In this conversation, Chris and Stacy explore:
Climbing from banking to executive leadership
Being groomed for the CEO role—and having it disappear overnight
Why corporate success doesn’t always equal personal freedom
The identity crisis that comes with leaving an executive career
The emotional side of midlife reinvention
Why many professionals over-invest in credentials instead of experience
Building a consulting business from decades of real-world expertise
The importance of community during major life transitions
Why entrepreneurship is often about reclaiming autonomy more than making money
One of Stacy’s most powerful insights is that many people don’t simply leave a job—they leave an entire identity. For years, her conversations revolved around work, and when the title disappeared, she had to rediscover who she was beyond the business card.
She also shares an expensive lesson that many aspiring entrepreneurs can learn from: after leaving corporate life, she invested nearly $100,000 in certifications and training before realizing that her decades of executive experience were already her greatest qualification.
If you’re approaching retirement, questioning your career, or wondering what comes after corporate life, this conversation offers practical advice and reassurance that there is another path—one built around purpose, freedom, and experience.
If you’re looking for practical ways to build location-independent income, the Sunday Spark Action Pack Library is a great place to start. Each guide is a focused, in-depth business blueprint designed specifically for Nomads 50+, covering the business model, startup steps, realistic income potential, tools, and common pitfalls. These aren’t quick blog posts—they’re structured action packs you can actually use. At just $2.99 each, they’re an easy way to explore new opportunities and turn your experience into something portable. Explore the Sunday Spark Action Pack Library and see what might spark your next chapter.












