“What-if” Planning Blog

Conversations We Wish We’d Had Sooner — Stan’s Story

Conversations We Wish We’d Had Sooner — Stan’s Story

Our next ‘Til Death Do You Plan guest, Stan Lockhart, reflects on the importance of discussing "what if scenarios" as a family. He stresses that it feels like you're the only one when loss happens and shares the regret of feeling unprepared. Listen to his insights on family communication and avoiding mistakes by planning ahead.

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What Would I Do Without You? Let’s Talk About It

What Would I Do Without You? Let’s Talk About It

Most couples avoid the question, “What would I do without you?” because it’s painful. But having this honest conversation—about what happens if your spouse dies first—is one of the most loving and empowering things you can do together. In this post, we guide you through essential topics like life insurance, wills, advance directives, funeral wishes, and managing daily responsibilities. Use these questions to start the conversation, organize important documents, and protect your family’s future with confidence and peace of mind.

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What Early End-of-Life Planning Looks Like in Real Life.

What Early End-of-Life Planning Looks Like in Real Life.

When Kim Murray and her husband filled out their end-of-life plan before a quick trip to New York, it felt like a “just in case” precaution. Years later, after a devastating diagnosis, that early planning became her lifeline. In this honest interview, Kim shares how advance directives, life insurance, and one emotional conversation with their kids shaped her journey through grief—and why planning ahead truly matters.

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