HerMoney with Jean Chatzky

When to Pivot: Closing a Business, Reinventing a Career, and Selling Real Estate


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In this AMA Mailbag episode, Jean sits down with two thoughtful guests navigating major financial crossroads. First up is Dawn from Joshua Tree, who is in the process of closing her beloved but unprofitable gift shop. Then we hear from Karyn in Washington, who owns a rental home in Denver and is torn between keeping it as an investment or selling it while market conditions are strong.


💡 Topics Covered:

  • Knowing when to shut down a business
  • How to prioritize expenses during a life transition
  • Rebuilding a career in your 60s
  • Real estate decisions during uncertain markets
  • Navigating capital gains tax rules
  • Letting go of “forever home” fantasies to fund future goals

  • 
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    Have a question for us? Write to us (or send us a voice note!) at [email protected].  While you’re at it, join the HerMoney community! For the latest episode drops and financial news-you-can-use, subscribe to our newsletter at Hermoney.com/subscribe!

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    HerMoney with Jean ChatzkyBy Jean Chatzky Her Money

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