Episode 27: 50 Years of Business, Boundary-Breaking, and the Art of the Pivot with Rick Loesel
Retired Vanessa Jupe Retired Vanessa Jupe

Episode 27: 50 Years of Business, Boundary-Breaking, and the Art of the Pivot with Rick Loesel

What does it take to navigate fifty years of American business, pioneer a massive logistics revolution, and still walk away with your peace of mind intact? In this episode, host Vanessa Jupe sits down with supply chain legend Rick Loesel. Rick shares his incredible journey from cutting lawns on Long Island at age 12 to writing 40% of Campbell Soup’s frozen sales district at 21, uncovering an embezzlement scheme in Atlanta, pitching CEOs of H-E-B and Publix, and managing global ports next to the Queen Mother’s residence in London.

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Way Out #25: From Corporate Climb to Making Wine with Sarah Lyons
entrepreneur Vanessa Jupe entrepreneur Vanessa Jupe

Way Out #25: From Corporate Climb to Making Wine with Sarah Lyons

When a corporate merger eliminated Sarah Lyons’ twenty-one-year executive career at WarnerMedia and HBO Max, she didn't just look for her next corporate ladder; she accelerated a long-held family dream. In this episode, Sarah shares how she turned the profound grief of losing her father-in-law into a living tribute by launching Lyons Vineyard, a boutique brand built entirely on her own terms. From navigating an identity crisis after losing her W-2 EVP title to discovering how childhood self-reliance fueled her entrepreneurial grit, Sarah offers a masterclass in decoupling your self-worth from a corporate identity, building financial optionality, and stepping back into the professional world with absolute leverage.

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Way Out #9: From $400 in the Bank to Retired at 40 with Aaron McHone
Retired Vanessa Jupe Retired Vanessa Jupe

Way Out #9: From $400 in the Bank to Retired at 40 with Aaron McHone

Most people who retire at 40 seem like hyper-focused financial wizards from day one. But Aaron McHone’s story is a little different. Discover how he and his wife went from having exactly $400 in the bank to completely leaving the corporate world at age 40 on a single income. Plus, find out why he recently decided to step back into the workforce on his own terms.

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