Organize & Cherish with The Organized Flamingo

110: When Loved Ones Insist Everything Is Worth Something—How to Handle It


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Helping a loved one declutter can be challenging, especially when they believe everything they own is valuable. In this episode, professional organizer Stephanie Deininger shares practical strategies for having compassionate and productive conversations about letting go.

With over 20 years of experience, she provides insights into why people hold onto items, how to shift the conversation in a positive direction, and when to call in outside help. Whether assisting a parent, grandparent, or even struggling with personal belongings, these expert-backed tips will make the process easier and more intentional.


In This Episode, We Talk About
  • How to lead with curiosity to understand why an item feels valuable.
  • Practical ways to shift the focus from keeping everything to making thoughtful choices.
  • When to seek professional support, including estate experts or mental health professionals.

Mentioned in This Episode:
  • Questions to ask a loved one when they struggle to let go of an item.
  • Tips for using estate appraisers and online marketplaces to determine true value.
  • How to recognize when decluttering struggles may require professional intervention.


Review full show notes and resources at https://theorganizedflamingo.com/podcast

Hosted on Acast. See acast.com/privacy for more information.

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Organize & Cherish with The Organized FlamingoBy Stephanie Deininger

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