Savvy Nickel LogoSavvy Nickel
Ctrl+K
Love, your Money
Women's Finance30s-50sWeekly

Love, your Money

Hosted by Hilary Hendershott

4.6/5

Hilary Hendershott, CFP, hosts a wealth-building show for women covering tax strategy, IPO equity, and money mindset. 309 episodes, weekly, with a focus on high-income professionals.

7 min read
Podcast Review
Share:

This review is for informational purposes only and does not constitute financial advice.

Wealth Building for Women Who Run Businesses and Households

Hilary Hendershott opens the August 18, 2026 episode with a sentence that frames the whole show: "If you are seeking your path to real financial success, this show is for you." She follows it with the distinction that makes the show different from most women's finance podcasts. Truly achieving financial freedom requires you master the inner world of money, your money mindset, and the outer world of money, consistently growing your net worth. One without the other is not enough.

Hendershott is a CERTIFIED FINANCIAL PLANNER professional with more than two decades of experience as a wealth manager. She is an Investopedia Top 100 Financial Advisor, NBC's Investor's Voice of Reason, and a TEDx speaker. The show has published 309 episodes and runs weekly. The format is solo, typically 7 to 10 minutes, which is shorter than most shows in this category. That brevity is deliberate. Each episode takes one idea, explains it, and ends.

If you want a credentialed financial advisor who talks about tax strategy, IPO equity, and wealth management for women without stretching a single idea across an hour, this is the show. If you want long-form interviews or beginner budgeting content, the format will feel too compressed.

The Tax Strategy Content

The strongest material is the tax planning sequence from mid-2026. The July 28, 2026 episode, "How to Reduce Taxes on IPO Wealth Before Its Too Late," is a seven-minute masterclass in concentrated stock risk. Hendershott walks through the most common tax mistakes she sees with IPOs and startup equity, and what high-income professionals can do to create more flexibility and control. She covers why never selling is the most common mistake, how opportunity zones work as a deferral tool, and what tax-aware long-short strategies actually do.

That level of specificity is rare in a show this short. Most podcast hosts would stretch that content into 40 minutes. Hendershott compresses it because her audience is high-income professionals who do not have 40 minutes. The August 25, 2026 episode, "Women in Tech: A Once-in-a-Decade Wealth Moment," made the case that 2026 is not just another wave of wealth but a major liquidity event, driven by AI and commercial space exploration compressing wealth-creation timelines. She explained what happens when RSUs vest or options are exercised, how concentrated stock creates risk, and why taxes can quietly take 40 to 50 percent of your upside.

For listeners holding equity compensation, the show's content on tax-loss harvesting and backdoor Roth IRAs is worth the time. The earlier episode on those two topics broke down the mechanics step by step: how a backdoor Roth works for high earners phased out of direct contributions, and how tax-loss harvesting turns investment losses into tax savings. For the underlying retirement account mechanics, our Roth IRA glossary entry covers the contribution side.

The Advisor Selection Framework

The July 21, 2026 episode, "5 Questions Every Tax-Aware Investor Should Ask Before Hiring an Advisor," is the episode most listeners should start with. Hendershott walks through five questions that get at whether an advisor will actually add value after taxes:

  • After-tax returns matter more than pre-tax performance
  • How does the advisor work with your CPA
  • What does the advisor do to reduce your tax bill
  • How does the advisor charge, and is the fee structure transparent
  • How does the advisor help you make difficult decisions
  • The framing is useful because it reframes the advisor question from performance to coordination. A great advisor's value shows up through tax planning, CPA coordination, and decision support, not through beating the market. Hendershott makes the point that a single decision around equity compensation or a business sale can impact your after-tax outcomes for years, and that the right advisor earns their fee through those decisions, not through stock picking.

    For listeners evaluating whether they need an advisor, our guide to robo-advisors versus self-directed investing covers the decision from a different angle. The show's framework is more tax-focused, which suits its high-income audience.

    The Money Mindset Content

    Hendershott treats money mindset as a skill, not a vibe. The show's recurring thesis is that your family life growing up shapes your credit card habits, your spending patterns, and your comfort with wealth. She covers how the quality of your relationships rises and falls on your money habits, and how women who run businesses face specific money beliefs that can either accelerate or block wealth building.

    The episode on protecting women's wealth is representative. Hendershott covers wealth protection regardless of marital status, and makes the point that financial advice was historically tailored to men, by men. Her firm was built to address that gap. The content is practical: insurance coverage, estate planning, titling of accounts, and the specific risks women face around longevity and career interruptions.

    For listeners who want to understand how money beliefs translate into behavior, our guide to the psychology behind impulse buying covers the research. The show's approach is more prescriptive, which suits listeners who want a framework rather than a literature review.

    Where the Show Has Limits

    The show is built for a specific audience: high-income women, business owners, and professionals with equity compensation. Listeners in the accumulation phase with standard W-2 income and a 401(k) will find some content relevant but much of it aimed above their situation. The IPO and concentrated stock episodes assume a level of wealth that most listeners do not have yet.

    The episodes are short, which is a strength for busy listeners and a limitation for anyone who wants depth. A seven-minute episode on tax-aware long-short strategies will explain the concept but will not teach you to implement it. The show is a starting point, not a substitute for professional advice.

    Hendershott runs Hendershott Wealth Management, and the show functions partly as marketing for her firm. She discloses this, and the educational content stands on its own, but listeners should understand the commercial relationship. The Ultra Tax Efficient Wealth Management framework she references is a branded service of her firm, not a generic strategy.

    Who Should Listen

    The show fits women in their 30s through 50s who are high-income professionals, business owners, or hold equity compensation. It suits listeners who want credentialed, tax-aware advice in short episodes they can fit into a commute. A listener who finished the advisor selection episode would know what questions to ask, what answers to look for, and how to evaluate whether their current advisor is adding value after taxes. That is a complete framework for a decision most people get wrong.

    It fits less well for beginners, anyone who wants long-form interviews, or listeners who want free-form discussion rather than structured solo episodes. For a more conversational women's finance show, pair this with Financial Feminist for the mindset and motivation, then return here for the tax and wealth management mechanics.

    Getting Started

    Begin with the advisor selection episode, because it gives you a framework you can use immediately whether or not you currently work with an advisor. Then move to the IPO tax episode if equity compensation is part of your compensation. Track your own net worth and retirement progress as you apply the advice, because the show's guidance only pays off if you can see whether your wealth is actually growing.

    Love, your Money will not give you the longest episodes in the category. It will give you the most concentrated tax and wealth management advice from a credentialed professional, and for the audience it serves, that density is the point.

    This post is for informational purposes only and does not constitute financial advice.

    Best Episodes to Start With

    • 1.Women in Tech: A Once-in-a-Decade Wealth Moment
    • 2.5 Questions Every Tax-Aware Investor Should Ask Before Hiring an Advisor
    • 3.How to Reduce Taxes on IPO Wealth Before Its Too Late

    Topics

    #podcast-review#love-your-money#hilary-hendershott#womens-finance#wealth-building#tax-strategy#money-mindset#financial-advisor

    Related Articles