Home Podcasts Love, your Money - Wealth, Money, and Financial Advisor for Women
Love, your Money - Wealth, Money, and Financial Advisor for Women

Love, your Money - Wealth, Money, and Financial Advisor for Women

Hilary Hendershott, CFP 308 Episodes Aug 18, 2026

This podcast, hosted by Hilary Hendershott, a CERTIFIED FINANCIAL PLANNER™ professional, explores the intersection of money mindset and financial planning strategies for women. It covers topics such as overcoming limiting beliefs about money, tax strategies for business owners, building passive income through compound investments, and improving relationships through healthy money habits. The show aims to help women achieve financial freedom by mastering both the inner and outer aspects of money management.

Episodes

308: Am I Financially Stable? Signs You’re Doing Ok (Even If It Doesn’t Feel Like It)
308: Am I Financially Stable? Signs You’re Doing Ok (Even If It Doesn’t Feel Like It) Aug 18, 2026 468 On paper, everything looks good.You’re earning more. You’re saving. You’re investing.So why doesn’t it feel settled?In this episode, I walk through the subtle but powerful signs that your financial life is actually on track — even if it doesn’t feel that way yet.Because at higher levels of income and wealth, progress doesn’t always feel obvious. It becomes quieter, more structural, and easier to m
307: How to Reduce Taxes on Company Stock (For Women in Tech)
307: How to Reduce Taxes on Company Stock (For Women in Tech) Aug 11, 2026 517 If you’re a high-income woman in tech and your company stock has grown into a large portion of your net worth, you may be facing a difficult reality:Diversifying feels smart… but the tax bill feels overwhelming.In this episode, I walk through why this happens — and how tax-aware strategies can help you reduce taxes on company stock while creating more flexibility over time.You’ll learn:Why concent
306: Should You Pay Off Your Mortgage Early — Or Invest Instead?
306: Should You Pay Off Your Mortgage Early — Or Invest Instead? Aug 4, 2026 506 Many homeowners locked in historically low mortgage rates over the last several years — often well below long-term expected market returns.So a common question comes up:Should you pay off your mortgage early, or invest that money instead?Why low mortgage rates change the mathHow long-term investing and compounding factor into the decisionWhat financial professionals mean by arbitrageWhy paying off
305: How to Reduce Taxes on IPO Wealth (Before It’s Too Late)
305: How to Reduce Taxes on IPO Wealth (Before It’s Too Late) Jul 28, 2026 435 If you’re holding startup equity and expecting a liquidity event, here’s what most people don’t realize:The biggest tax decisions are made before your equity becomes liquid.I walk through the most common tax mistakes I see with IPOs and startup equity — and what high-income professionals can do to create more flexibility and control.You’ll learn:Why IPOs and liquidity events can trigger massive ta
304: 5 Questions Every Tax-Aware Investor Should Ask Before Hiring an Advisor
304: 5 Questions Every Tax-Aware Investor Should Ask Before Hiring an Advisor Jul 21, 2026 500 Choosing the right financial advisor isn’t just about performance — it’s about clarity, tax awareness, and long-term decision-making. Hilary Hendershott, CFP® and founder of Hendershott Wealth Management, walks through five thoughtful questions every tax-aware investor should ask before hiring or continuing with a financial advisor.This conversation is especially relevant if your financial life is
303: Should You Consolidate Retirement Accounts? (401k & IRA Explained)
303: Should You Consolidate Retirement Accounts? (401k & IRA Explained) Jul 14, 2026 527 If you have retirement savings spread across multiple 401(k)s, IRAs, or old employer plans, you’re not alone.In fact, it often means you’ve had a successful and dynamic career.But at some point, the question comes up:Should you consolidate your retirement accounts?I walk through when consolidating makes sense — and when it doesn’t — so you can make a more informed, strategic decision.You’ll learn:
302: Pre-IPO?  How to Reduce Taxes Before a Liquidity Event
302: Pre-IPO? How to Reduce Taxes Before a Liquidity Event Jul 7, 2026 621 If you’re holding startup equity and expecting a liquidity event, there’s something most people don’t fully realize until it’s too late:Your tax bill is largely determined before your equity becomes liquid.In this episode, I walk through how pre-IPO employees, founders, and early team members can think about tax strategy before a liquidity event — and how tax-aware planning can dramatically change
301: Women, Wealth & Taxes: Why Tax-Aware Investing Matters (Especially for Women Investors)
301: Women, Wealth & Taxes: Why Tax-Aware Investing Matters (Especially for Women Investors) Jun 30, 2026 456 Women often build wealth differently — through career growth, equity compensation, business ownership, inheritance, or major life transitions like divorce.But one of the biggest threats to long-term wealth for women is often overlooked:Taxes.In this episode, I explain why tax-aware investing matters — and why it can make an especially meaningful difference for women as their financial lives grow m
300: Are Financial Advisors Worth It? The Real Value (After Fees)
300: Are Financial Advisors Worth It? The Real Value (After Fees) Jun 23, 2026 542 If you’ve ever searched, “Are financial advisors worth it?” you’ve probably seen the same advice:“You get market returns minus the fee.”So why pay for help?In this episode, I explain what often gets missed in that conversation — especially for high earners and people with more complex financial lives.Key Takeaways0:00 Introduction 1:19 Are financial advisors worth it?1:37 The common misconception
299: Why Even High-Earning Women Deal With Financial Anxiety
299: Why Even High-Earning Women Deal With Financial Anxiety Jun 16, 2026 667 You can be objectively successful… and still feel financially unsafe.Hilary Hendershott explores why so many high-earning women continue to experience financial anxiety — even while earning well, saving consistently, investing thoughtfully, and building significant wealth.Key Takeaways01:20 Why successful women still feel financial stress02:06 “You did all the right things…”02:00 The deeper fear b
298: Why Smart People Still Hire Financial Advisors in the Age of AI
298: Why Smart People Still Hire Financial Advisors in the Age of AI Jun 9, 2026 572 AI can answer almost any financial question now.So naturally, more people are asking:“Do I actually still need a financial advisor?”Hilary Hendershott breaks down the difference between information and judgment — and why, for people with increasingly complex financial lives, thoughtful financial advice may matter more than ever in the age of AI.Key Takeaways01:16 Do you still need a financial advi
297: A Short Pause for Love, your Money®
297: A Short Pause for Love, your Money® Sep 30, 2025 288 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 end of the story. Hilary explains why this pause matters, what’s happening behind the scenes, and what you can look forward to when the show returns later this year.The heart of the podcast remains the same: transforming your relationship with money so it bec

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