“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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