Difficult Conversations: Your Future Living Plan (Feat: Celeste Gurule) episode artwork

EPISODE · May 27, 2026 · 43 MIN

Difficult Conversations: Your Future Living Plan (Feat: Celeste Gurule)

from Money Made Simple with Oakwood Wealth Partners

There are certain conversations every family knows they should have. Most just don’t know how to start.In this episode of Money Made Simple, Mike and Nick Lockwood sit down with Celeste Gurule to unpack one of the most avoided but important topics in life planning. What happens when your parents can no longer make decisions for themselves, and how do you prepare for that moment before it becomes a crisis?This conversation goes beyond finances. It explores the emotional realities that keep families stuck. Parents fear losing independence. Children fear overstepping. Both sides avoid the discussion, often for the same reason. They are trying to protect each other. But waiting comes at a cost, especially when the reality is that most families will face some form of long-term care need at some point.Celeste introduces the concept of a Future Living Plan, a framework designed to help families think through not just money, but identity, community, health, living arrangements, and the roles each person will play over time. The goal is not perfection. It is progress. It is clarity. And most importantly, it is making sure your wishes are understood before someone else has to guess.This episode is not about having all the answers. It is about starting the conversation early, approaching it with care, and recognizing that planning ahead is one of the most meaningful gifts you can give your family.For more information surrounding the Future Living Plan and an Inventory of Information Checklist, visit the link below:https://drive.google.com/drive/folders/1FB1agwW4ZsnCHMhmNa6zWIl2bD_MTVa3?usp=sharingChapters:0:00 - Introduction1:37 - Celeste's background and career4:18 - Personal experiences with future living plans7:32 - Dealing with cognitive decline11:45 - The 7 areas to address for future living17:40 - Starting these conversations early27:37 - Why these conversations are so hard34:48 - Key takeaways39:50 - Don't let perfect be the enemy of good41:40 - Closing remarks

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Difficult Conversations: Your Future Living Plan (Feat: Celeste Gurule)

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