In this blog article, you'll discover practical ways to capture family stories during your holiday gathering, learn how to start meaningful legacy conversations without awkwardness and understand how to transform these precious moments into a comprehensive Life & Legacy Plan that protects your family's values and assets for generations to come. This year, consider using your Thanksgiving gathering as a springboard for the meaningful conversations that can shape your family's future.

THE HEART OF LEGACY PLANNING: MORE THAN JUST MONEY

When most people think about legacy planning, they often focus solely on financial assets. But true legacy planning encompasses much more. It's about preserving your family's stories, values, traditions, and the wisdom gained through generations. After working with families to support them with their estate planning and being there at the end of life, I’ve learned that these are the things that matter most. Values, insights, stories, and experiences, plus sentimental items, are almost always more important to families than financial assets, though, of course, money matters as well. 

What will happen when you are gone? How will your loved ones be cared for? What legacy will you leave behind?

This season offers a rare opportunity to bring love, not fear, into these important conversations. In this article, you will learn how to shift your mindset about death and money, how to open heartfelt conversations with your family, and how to turn those talks into meaningful action with a Life & Legacy Plan.

SHIFTING THE CONVERSATION ABOUT DEATH AND MONEY

Most people put off estate planning because they don’t want to face their mortality, or they think of death as something that won’t happen anytime soon. Money is also too often a taboo subject in our culture. It’s no wonder, then, that 55% of Americans don’t have an estate plan. And this number doesn’t account for those who have an outdated plan that no longer works, so the actual number is much lower.

But what if we flipped the script when we think of death and money? What if death and money weren’t topics to be avoided, but to be embraced? Death is a natural part of life, and planning for what happens to your assets and to your loved ones is an expression of love. Planning ensures everyone you love has clarity and knows exactly what to do when the time comes. Instead of viewing estate planning as preparing for the end, see it as protecting your loved ones’ beginning after you die.

Don’t put off making plans until you are unable to assert your wishes. Including health care documents in your estate plan can ensure your decisions are always your choice, even if you cannot speak for yourself.

Health care documents that clearly state your wishes should be included in your comprehensive estate plan. Here are three documents you need to include in your estate plan to ensure your wishes are respected:

Health Care Directive

This document allows you to name a health care agent. This will be the individual whom you grant the authority to make certain decisions on your behalf. A health care agent may also be called a health care surrogate or a personal representative.

In your directive, you can include specific instructions on the health care measures you desire if you are unable to make decisions for yourself. These are life and death decisions; make sure your agent is someone you trust.  Work closely with an estate-planning lawyer to ensure your directive provides clear guidelines for your agent to follow.

Research shows that a majority of wealthy families lose their wealth by the second generation, and by the third generation, the number climbs as high as 90%. That happens not because parents lack concern for their kids, but because key pieces of planning are missing.

Keeping wealth in your family isn’t just about signing legal documents or having a strong investment portfolio. True wealth preservation requires a shift in how you think about inheritance, practical systems that keep your assets accessible, and education that prepares the next generation to be responsible stewards.

In this blog article, you’ll learn three essential elements of building and preserving generational wealth: the mindset shifts that redefine what inheritance really means, the legal and financial strategies that keep assets from slipping through the cracks, and the education process that prepares your children to manage and grow what you’ve worked so hard to build. Most importantly, you’ll see why families who succeed in passing wealth down think differently about what they’re actually leaving behind.

That means if something happens to you, your partner could be left without legal rights to your property, finances, or even decisions about your medical care.

In this blog article, you’ll learn why unmarried couples face greater legal risks, what key planning steps you can take to protect each other, and how my Life & Legacy Planning® process ensures your wishes are honored, no matter what life brings.

WHY THE LAW DOESN’T PROTECT UNMARRIED PARTNERS

When married couples face illness or death, state law provides automatic rights and protections. But for unmarried partners, those rights don’t exist unless you’ve put them in writing.

Without an estate plan:

• Your partner can’t access your bank accounts or manage bills if you’re incapacitated.

• They might be excluded from medical decisions, even if they know your wishes best.

• Your property could go to biological family members, not your partner, regardless of how long you’ve been together.

This is a recipe for disaster because this means that the lawyer you are considering hiring is likely not versed in helping you make well-counseled decisions that you fully understand, and does not have a business model in place to support you in choosing what matters to you, and then pricing your planning accordingly. One-size fits all pricing (or hourly billing) for a set of documents is a red flag that you may not be working with the right lawyer on your estate plan. 

Our Life & Legacy Planning Process and the initial Life & Legacy Planning Session is the opposite. We don’t begin with a meet and greet style initial consultation. Instead, it’s a working meeting designed specifically to understand your family dynamics, your assets and how the law would apply in your unique situation, and then provide you with counseling frameworks for decision-making that leave you knowing you have made thoughtful, empowering choices for yourself and for the people you love. Importantly, it ensures your planning documents will work when your loved ones need them most. 

In this blog article, you'll read real stories of families who struggled through the legal and financial process alone, the challenges they faced, and why having the right lawyer, as a trusted advisor to you and your loved ones, makes all the difference for the people you love when they need it most. Let's start by looking at what actually happens when families are left to navigate the process on their own.

REAL STORIES OF LEGAL CHAOS

The best way to understand why your loved ones need guidance when something happens to you is to see what happens when people  don't have good guidance. These are real stories about real people. They aren't hypothetical scenarios:

Molly's Seven Handwritten Wills

Molly thought writing down her wishes would be enough to pass on her assets the way she wanted. After her death, her family found seven different handwritten documents she wrote on her own. By the time an attorney was hired to sort out the mess these handwritten notes created, fourteen heirs were claiming rights to the estate. Twelve estranged family members suddenly appeared, and one intended beneficiary was ready to give up and split everything with relatives Molly barely knew. Perhaps Molly thought her situation was simple, and yet it turned out to be anything but that. We find that’s often the case. Many people say “oh, my situation is simple” and, yet, for the people you love, it can be anything but simple once you are gone.

According to AARP, more than 16 million adults over 65 now live alone, and 77% report having no plan for living assistance as they age. At the same time, even when family members are nearby, the realities of aging can strain relationships in ways few expect.

In this article, you’ll learn why it’s risky to assume someone will “just step in,” how the transitions of aging affect both you and your loved ones, and how creating a comprehensive Life & Legacy Plan ensures your care, dignity, and autonomy no matter what the future holds.

THE NEW REALITY OF AGING ALONE

Imagine being in your 80s and realizing you haven’t seen another person for two weeks. For many older adults, that isn’t a nightmare—it’s daily life. In rural areas like the Appalachian Mountains, nonprofits such as Mountain Empire Older Citizens deliver meals and provide essential care because so many elders live in isolation. Workers often describe being the only human contact their clients have.

(See estimated $25 million estate.)

This story demonstrates that wealth and fame can't substitute for the kind of planning that actually protects families from conflict and preserves relationships. Even with millions of dollars and access to the best legal advice money can buy, the Hogan family still experienced the pain that comes when estate planning focuses on documents rather than relationships.

Let's explore what went wrong and how proper Life & Legacy Planning® could have prevented this heartbreak.

What Happened in the Hogan Family

To understand the magnitude of this family tragedy, let’s analyze what happened. Brooke Hogan is Hulk’s daughter from his first marriage. But she wasn't just his daughter—she appears to have been his devoted caregiver. According to reports, she was there for every surgery he had, she’d take detailed notes from every doctor who treated her father, and coordinated his medical care through multiple health crises. She even moved from Michigan to Florida to be closer to her father.

This isn't a hypothetical scenario—it's exactly what happened to the Rowland family in Ohio. In this article, you'll discover the costly mistake that devastated this family's legacy, why it's becoming an increasingly common problem for wealthy families, and most importantly, how to make sure it never happens to yours.

When "Good Enough" Estate Planning Becomes a Family Nightmare

Billy Rowland was the kind of guy who wore a "World's Greatest Grandpa" cap and spent his life building something meaningful. Over decades, he expanded his small businesses across Ohio—trucking, used cars, real estate, banking. He served on charity boards and seemed to have his financial house in order.

When Billy's wife Fay died in 2016, her estate filed the required tax return to preserve her unused estate tax exclusion for Billy's future use. It seemed like routine paperwork. The return estimated her estate's value and listed various assets—real estate, business shares, the usual suspects.