How Do You Sell Your Stocks Without a Big Tax Hit?

How Do You Sell Your Stocks Without a Big Tax Hit?

From Ask The Compound by The Compound

June 10, 2026 · 42 min

About this episode

The episode discusses strategies for selling appreciated stocks while minimizing tax impacts and offers various financial insights.

On episode 226 of Ask The Compound, Ben Carlson, Duncan Hill and Bill Sweet answer questions about selling highly appreciated stocks, figuring out your retirement number, financial lessons from aging parents, whether cash can replace bonds, helping investors avoid panic-selling during market turmoil, and the most important investing advice for a 16-year-old. Submit your Ask The Compound questions to askthecompoundshow@gmail.com! Order your copy of Ben's book, 'Risk and Reward' here: ⁠https://lnk.to/riskandrewardbook⁠ This episode is sponsored by Betterment Advisor Solutions. Learn more at https://betterment.com/advisors Subscribe to The Compound Newsletter for all the latest Compound content, live event announcements, find out who the next TCAF guest is, get updates on the latest merch drops, and more! ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.thecompoundnews.com/subscribe⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ 🎥 Watch this episode on YouTube…

People in this episode

Host: Ben Carlson

Guests: Duncan Hill, Bill Sweet

Topics covered

  • selling stocks
  • tax implications
  • financial advice
  • investing strategies
  • market turmoil
  • retirement planning

Keywords

  • stocks
  • tax
  • investing
  • financial advice
  • retirement
  • panic-selling
  • market

Sponsors

Betterment Advisor Solutions

Mentioned in this episode

Books & works: Risk and Reward

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