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 Oct 13, 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

316: What High Earners Miss About Tax Strategy
316: What High Earners Miss About Tax Strategy Oct 13, 2026 486 If your income has grown and your investments have worked, are you actually keeping as much as you could?For many high earners, this is where things start to slip. Your career takes off. Your income grows. You save, invest consistently, and make smart financial decisions. But over time, your financial life becomes more complex: more accounts, more moving pieces, more equity compensation, more taxa
315: Retiring at 55 is Easier Than You Think… Until This Happens
315: Retiring at 55 is Easier Than You Think… Until This Happens Oct 6, 2026 509 Retiring at 55 can sound simple, especially if you’ve saved well and built meaningful wealth.But early retirement is not just about having enough money. It is about whether your money can support your life for decades, through changing markets, taxes, healthcare costs, and unexpected life events.Hilary Hendershott explains what really needs to be considered before retiring early, including why you
314: The RMD Trap (Why Big IRAs Create Big Taxes)
314: The RMD Trap (Why Big IRAs Create Big Taxes) Sep 29, 2026 388 A large IRA can feel like proof that you did everything right.You saved, invested, deferred taxes, and built wealth over time. But once required minimum distributions begin, that same IRA can start forcing large taxable withdrawals whether you need the money or not.Hilary Hendershott explains the RMD trap and why large IRAs can create bigger tax problems in retirement.Required minimum distribution
313: Retirement Planning in Your 40s: Have You Saved Enough?
313: Retirement Planning in Your 40s: Have You Saved Enough? Sep 22, 2026 525 One of the most common questions people ask in their 40s is: Have I saved enough for retirement?And often, that question is not coming from someone who ignored saving or investing. It is coming from someone who has been working hard for years, building a career, raising a family, making smart decisions, and suddenly wondering, “How am I actually doing?”Hilary Hendershott explains why retirement re
312: Why Paying More in Taxes Can Make You Wealthier
312: Why Paying More in Taxes Can Make You Wealthier Sep 15, 2026 373 You could pay more in taxes and still end up with more money.That sounds wrong at first, because most people assume the goal is always to pay as little tax as possible. But for high earners with appreciated assets, that instinct can actually cost millions over time.Hilary Hendershott explains why the timing of taxes can matter just as much as the amount of taxes paid.Imagine you have $4 million in
311: The Hidden Tax Cost That Shrinks Your Wealth (What High Earners Miss)
311: The Hidden Tax Cost That Shrinks Your Wealth (What High Earners Miss) Sep 8, 2026 394 If you’re a high-income earner — especially in tech leadership or business ownership — there’s something quietly shaping your financial future:Taxes.In this episode, I explain what’s known as tax drag — the slow, often invisible erosion of your wealth over time.Because for many high earners, the biggest financial cost isn’t fees or investment performance…It’s taxes.You’ll learn:What tax drag actua
310: 7 Financial Mistakes to Avoid in Divorce (And How to Protect Your Wealth)
310: 7 Financial Mistakes to Avoid in Divorce (And How to Protect Your Wealth) Sep 1, 2026 722 Divorce is one of the most financially complex transitions many people will ever navigate.And the decisions you make during this process can affect your financial stability for decades.In this episode, I'll walk you through 7 guiding principles to help you protect your finances during divorce and avoid costly mistakes, including:Why you shouldn’t rush major financial decisionsHow assets are r
309: Women in Tech: A Once-in-a-Decade Wealth Moment
309: Women in Tech: A Once-in-a-Decade Wealth Moment Aug 25, 2026 409 If you’re a woman working in tech, your compensation may be changing faster than you expected.Equity grants are larger.RSUs are vesting.Stock options are becoming real money.And what’s coming in 2026 may not just be another wave of wealth — it could be a major liquidity event.In this episode, I explain:Why tech wealth cycles are compressingWhat happens when RSUs vest or options are exercisedHow co
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 433 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 483 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 472 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 401 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

Recommended