80. The Downsizing Regrets We Hear Most (and How to Avoid Them) episode artwork

EPISODE · Jul 29, 2026 · 40 MIN

80. The Downsizing Regrets We Hear Most (and How to Avoid Them)

from The Downsizing Roadmap Podcast · host Jodi Rosko and Heather Fisher

If part of what's holding you back from downsizing is the fear that you'll get rid of something and regret it later, this episode is for you.We're getting into the psychology behind why letting go feels so much harder than it should, including why the brain holds on to potential loss more tightly than it holds on to gain. We also talk through why waiting for a crisis to force the decision creates more regret than almost anything else, and how a simple shift in how you evaluate your things can take a lot of the pressure off.In this episode:Why your brain resists letting goThe real difference between keepsake and clutter regretHow telling the story changes what you keepThe stat that shows how little we useWhy panic purging backfires almost every timeOne question that prevents nearly every regretRegret is rare once people start, and almost every regret we hear traces back to waiting too long to begin. This episode gives you what you need to move forward without that fear holding you back.If you enjoyed this episode, don’t forget to leave us a review and Follow our show so you never miss a new episode. We’re here for your downsizing questions — on the podcast, in your community, and when you’re ready to move. As Realtors®, we can connect you with the right specialists to make your next chapter smoother. We’d love to hear from you!Get connected here ➡️ https://downsizingroadmap.com/help/Download our FREE Downsizing Guide: https://downsizingroadmap.com/guide/📧 Email us: [email protected]📱 Follow us on social:      Facebook     YouTube🌐 Learn more: www.downsizingroadmap.comJoin our private Facebook group, Downsizing & Decluttering for You or Your Parents | Downsizing Roadmap, where members ask questions and support one another through the process:: https://www.facebook.com/groups/downsizingroadmapcommunityLet’s simplify, declutter, and create space for your next chapter—together!

Episode metadata supplied by the publisher feed · Published Jul 29, 2026

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If part of what's holding you back from downsizing is the fear that you'll get rid of something and regret it later, this episode is for you. We're getting into the psychology behind why letting go feels so much harder than it should, including why the brain holds on to potential loss more tightly than it holds on to gain. We also talk through why waiting for a crisis to force the decision creates more regret than almost anything else, and how a simple shift in how you evaluate your things ca...

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80. The Downsizing Regrets We Hear Most (and How to Avoid Them)

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This episode is 40 minutes long.

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This episode was published on July 29, 2026.

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