Talking to Aging Parents About Decluttering (Without the Family Drama) with Jeannine Bryant (Ep 284)

Video Description

The holidays often bring family, memories… and stuff. If you’ve ever looked around your parents’ house and thought, “Someday we’ll have to deal with all of this,” this conversation is for you. In this heartfelt episode, rightsizing expert Jeannine Bryant joins me to talk about how to compassionately approach decluttering with aging loved ones. We cover: - How to start tender conversations without conflict - What to do when siblings have stronger emotional attachments - The truth about estate sales and what to expect - How to start early, so decluttering feels peaceful instead of pressured - The questions to ask around the Thanksgiving table to spark connection, not guilt Whether you’re helping your parents downsize, sorting through family heirlooms, or simply preparing for future transitions, this episode will help you navigate it all with grace. Time Stamps: 00:00 – Welcome & Thanksgiving week reflections 02:00 – What “rightsizing” really means (and why it’s different from downsizing) 05:00 – The emotional side of letting go and facing mortality 08:00 – When keepsakes shift from comfort to burden 10:00 – Separating love, memories, and stuff 13:00 – Why your kids don’t want your stuff (and that’s okay) 16:00 – How to talk with siblings who attach emotions to things 18:00 – What to keep, what to display, and what to release 23:00 – Family conversations to have during the holidays 27:00 – How estate sales actually work (and what to expect) 33:00 – The hidden cost of “saving everything” 36:00 – Practical right-sizing tips to start now 39:00 – Donate early, not later — why it matters 41:00 – Clutter-free gifting and experience-based holidays 42:00 – Rapid fire: What clutter-free means to Jeannine 44:00 – Key takeaways + gratitude for our loved ones