297: A Short Pause for Love, your Money®
In this brief update, Hilary Hendershott shares that Love, your Money® is taking a short hiatus. Think of it as a quick intermission—not the...
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Profit Boss® Radio | Women and Money | Financial Planning | Money Psychology | Personal Finance | Couples and Money
Profit Boss® Radio highlights inspiring women who have created success in their financial and professional life. Each week you can tune in and hear how women just like you have paved the roa...
Episodes
20 of 303 episodes296: Understanding Leverage, Short Selling, and Active Trading in Tax-Aware Long-Short Strategies (Part 2 of 2)
In our last episode, Hilary pulled back the curtain on tools many investors are taught to fear—like leverage, short selling, and active trad...
295: Understanding Leverage, Short Selling, and Active Trading in Tax-Aware Long-Short Strategies (Part 1 of 2)
What if the financial tools you’ve been taught to fear—like leverage, short selling, and active trading—aren’t inherently dangerous? What if...
294: Ask Hilary: What One Near-Mistake Taught Me About Doing Money Work with Integrity
Welcome to another episode of Ask Hilary, where we tackle money questions people are asking our advisors and the internet. Today, Hilary is...
293: The Hidden Costs of People Pleasing (and How to Stop Paying Them) with Michelle Gauthier
What happens when the life you dreamed of finally arrives… but it doesn’t feel good? On paper, Michelle Gauthier had the life she would’ve p...
292: Ask Hilary: Is Paying an Advisory Fee For Ongoing Financial Support Really Worth It?
Welcome to another episode of Ask Hilary, where we tackle money questions people are asking our advisors and the internet. Today, Hilary is...
291: Exit on Your Terms: The Wealth Strategy Behind Smart Scaling with Jessica Marx
Building a successful business shouldn’t mean sacrificing your sanity, your health, or your relationships. It should be set up to support th...
290: Ask Hilary: How to Approach Investing During Economic Uncertainty and Volatile Markets
Welcome to another episode of Ask Hilary, where we tackle money questions people are asking our advisors, on the internet, and in group chat...
289: FSAs vs. HSAs: Hidden Opportunities for Wealth, Health, and Smarter Spending
Today on Love, Your Money® , HWM’s lead financial advisor, Hollina Wadsworth takes the mic to talk about two often-overlooked tools that can...
288: Ask Hilary: Late Starts, Establishing Financial Space, and Responsibly Supporting Others
Welcome back to Ask Hilary , where we tackle real-life money questions from women navigating change. Because if there’s one constant in our...
287: Self-Worth, Solo Aging, and Smart Money Moves with Jean Chatzky
It’s time to take off your judgy pants, Money Lover, because today we’re sitting down with Jean Chatzky, CEO and co-founder of HerMoney, to...
286: Ask Hilary: Purpose, Pivots, and Permission to Stop Hustling So Hard
Welcome to the first Ask Hilary episode, where we dive into real-world questions about money and mindset from listeners like you! Today, we’...
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 fulfillmen...
Bonus Episode: Introducing “Ask Hilary”: Your Questions, Answered on Love, your Money®
We’re excited to introduce a new episode format on Love, your Money® called “Ask Hilary”—short, relaxed, unscripted episodes where Hilary an...
284: Saving for College, Reframing the FAFSA, and Securing Scholarships with Heidi King
Heading off to college is a milestone event for students and parents, but navigating the admissions process and financing a degree is not a...
283: What If Your Money Bought You More Freedom? The Real Life Impact of Smart Tax Planning
Over the past few episodes of Love, your Money®, we’ve taken you deep into the weeds of capital gains tax, alternative investments, and Ultr...
282: Do You Really Need Alternative Investments As Your Net Worth Grows?
Today we’re diving into the world of alternative investments (a.k.a. alts)–opportunities that are often marketed with the promise of high re...
281: Don’t Risk Bad Investments for Good Tax Breaks: Introducing Ultra Tax Efficient Wealth Management℠, Part Two
In this episode, we’re continuing our conversation about Ultra Tax Efficient Wealth Management℠—a new-to-market investment strategy designed...
280: Maximize Gains and Minimize Taxes: Introducing Ultra Tax Efficient Wealth Management℠, Part One
Tax deferral is one of the most powerful wealth-building tools available to investors. Why? Because it allows you to reinvest money that wou...
279: 5 Strategies to Minimize Capital Gains Tax (and Keep Your Portfolio Growing) in 2025
In this episode of Love, Your Money® , we’re tackling a hot topic: capital gains tax. While many investors assume paying high taxes is inevi...