315: Retiring at 55 Is Easier Than You Think… Until This Happens
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 you
Love, your Money® with Hilary Hendershott
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314: The RMD Trap (Why Big IRAs Create Big Taxes)
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
313: Retirement Planning in Your 40s: Have You Saved Enough?
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 investin
312: Why Paying More in Taxes Can Actually Make You Wealthier
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 h
311: The Hidden Tax Cost That Shrinks Your Wealth (What High Earners Miss)
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
310: 7 Financial Mistakes to Avoid in Divorce (And How to Protect Your Wealth)
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 d
309: Women in Tech: A Once-in-a-Decade Wealth Moment
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.
308 | Am I Financially Stable? Signs You’re Doing Ok (Even If It Doesn’t Feel Like It)
On paper, everything looks good. You’re earning more. You’re saving. You’re investing. So why doesn’t it feel settled? In this video, I walk through the subtle but power
307 | How to Reduce Taxes on Company Stock (For Women in Tech)
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…
306 | Should You Pay Off Your Mortgage Early — Or Invest Instead?
________________________________________ Many homeowners locked in historically low mortgage rates over the last several years — often well below long-term expected market return
305 | How to Reduce Taxes on IPO Wealth (Before It’s Too Late)
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
304 | 5 Questions Every Tax-Aware Investor Should Ask Before Hiring an Advisor
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