“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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Learning from Those Who’ve Been There: How Real Stories Can Help You Prepare
Practical, Financial, Legal, Mental/Emotional/Spiritual Prepare Your Affairs Practical, Financial, Legal, Mental/Emotional/Spiritual Prepare Your Affairs

Learning from Those Who’ve Been There: How Real Stories Can Help You Prepare

When it comes to preparing for the unexpected, learning from those who’ve been there can make all the difference. That’s why we’re launching a new YouTube series featuring real conversations with widows, widowers, and experts about the impact of preparation—or the lack of it—on grief, finances, and moving forward. Our first interview with Lori LoCicero, co-founder of The Death Deck, dives into her personal journey through loss and the lessons she wishes more families knew. Watch now and start the conversation before ‘what-if’ becomes ‘oh, crap!’

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