# 312: Why Paying More in Taxes Can Make You Wealthier

Page: https://stenobird.com/podcast/love-your-money-wealth-money-and-financial-advisor-for-women-1366769/312-why-paying-more-in-taxes-can-make-you-wealthier
Text version: https://stenobird.com/podcast/love-your-money-wealth-money-and-financial-advisor-for-women-1366769/312-why-paying-more-in-taxes-can-make-you-wealthier.md
Podcast: [Love, your Money - Wealth, Money, and Financial Advisor for Women](https://stenobird.com/podcast/love-your-money-wealth-money-and-financial-advisor-for-women-1366769)
Published: 2026-09-15T09:00:00+00:00
Episode link: https://hendershottwealth.com/podcast/paying-more-taxes-make-you-wealthier
Audio file: https://www.buzzsprout.com/2266808/episodes/19776741-312-why-paying-more-in-taxes-can-make-you-wealthier.mp3
Processing state: not_requested
JSON: https://stenobird.com/v1/public/podcasts/love-your-money-wealth-money-and-financial-advisor-for-women-1366769/episodes/312-why-paying-more-in-taxes-can-make-you-wealthier
Duration seconds: 408

## Resource

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 company stock. If you sell it all at once to diversify, you may trigger a large tax bill imme...

## Actions

- request_transcript: `POST https://stenobird.com/v1/public/podcasts/love-your-money-wealth-money-and-financial-advisor-for-women-1366769/episodes/312-why-paying-more-in-taxes-can-make-you-wealthier/transcription-requests` — Idempotently request low-priority transcript generation for this episode.
- read_markdown: `GET https://stenobird.com/podcast/love-your-money-wealth-money-and-financial-advisor-for-women-1366769/312-why-paying-more-in-taxes-can-make-you-wealthier.md` — Read the agent-friendly Markdown representation of this episode resource.

A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed.

## Transcript

Full transcripts are not published on public pages unless there is a clear rights basis.