5. Why You Can't Let Go of Stuff: How to Decide What to Keep

Simple Enough: Organizing, Productivity, and Mindset for Entrepreneurs · Sep 10, 2026 · 18m · transcript

You know the things. You pick them up, hesitate, and put them right back where they were. Maybe it was a gift, you paid good money for it, it reminds you of someone, or you might need it someday. Whatever the reason, some things are simply harder to let go of than others.

In this episode, I'm looking at why certain things feel so difficult to release and what can help you make those decisions with more confidence. We'll talk about the hidden costs of holding on, the trouble with "just in case," how your relationship with money can show up in your clutter, and why knowing who and how you want…