285: Living Your Calling in Business: A Conversation with Jeff Willmore

If you’ve ever felt like the business you built is running you—or that your professional success doesn’t quite match the personal fulfillment you imagined—you’re not alone. In this episode, Hilary sits down with Jeff Willmore, founder of The Autonomy Course, to explore how ambitious business owners and professionals can align their work with their deeper calling. Jeff’s journey started with a business he built alongside his brother fresh out of college, and evolved into a life-changing exploration of purpose-centered entrepreneurship. Together, Hilary and Jeff discuss what happens when your company’s mission reflects what you do instead of why you do it, and how it’s never too late to change the path you’re on if it isn’t taking you where you want to go. They dig into callings, regrets, money stories, and the power of language to help you reconnect with purpose and joy in both business and life–something that we hope this conversation unlocks for you. 👇 Here’s what you’ll learn in this week’s episode of Love, your Money : 04:12 How Jeff and his brother launched their first business after college, and the early vision that shaped his path 07:20 What it means to design a business that reflects your authenticity—and how Jeff helps entrepreneurs do just that 11:15 Why understanding your personal calling is more powerful than just having a mission or vision statement–and how it can impact your own end-of-life regrets 16:13 The role of language in expressing your essence, and how moments of profound inspiration shape a life 23:11 The inherited beliefs Jeff carried about money and work, rooted in the labor movement—and how they’ve shifted 29:24 Why slowing down your thinking can be a superpower for leaders and decision-makers 35:28 What makes The Autonomy Course different from other entrepreneurial coaching approaches 39:08 How our company Blueprint and the team’s individual callings are woven into HWM’s client experience, and other real-world stories of people who’ve integrated purpose and profitability Show Notes To get access to the full show notes, including all the resources mentioned, visit: Follow Hilary on: LinkedIn Instagram YouTube Hendershott Wealth Management, LLC and Love, your Money do not make specific investment recommendations on Love, your Money or in any public media. Any specific mentions of funds or investments are strictly for illustrative purposes only and should not be taken as investment advice or acted upon by individual investors. The opinions expressed in this episode are those of Hilary Hendershott, CFP®, MBA.

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285: Living Your Calling in Business: A Conversation with Jeff Willmore is an episode from Profit Boss® Radio | Women and Money | Financial Planning | Money Psychology | Personal Finance | Couples and Money by Hilary Hendershott, CFP.

This episode is 51:53 long.

This episode was published on Jul 8, 2025.

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