The Long View on Estate Planning

After I earned my Certified Financial Planning (CFP(R)) designation, my grandparents were both proud and curious. They asked me to take a look at their finances and see if there was anything they should be doing differently. My grandpa had always managed things on his own and had done well, but one glaring gap stood out: they hadn’t done any estate planning.
They didn’t know what a trust was or where to start. But they did know what mattered most: how they wanted their assets to pass, which of their children they trusted to handle things, and that they wanted to make the process as easy and stress-free as possible for their family one day.
For someone used to doing everything himself, my grandpa recognized that this was one aspect of his life that he needed to delegate. He also saw the value in doing some work now to make life easier for his kids later, a small act of love that will one day make a big difference.
That mindset captures how we typically approach estate planning with our clients at Hill. It can feel complicated and overwhelming, but when you focus on the big picture and surround yourself with the right team, it becomes a powerful way to protect your family and preserve your legacy.
No two estate plans look the same. Some are wonderfully simple, others more complex. There’s no “right” way to do it—only what’s right for you. That’s why we take time to understand each client’s values, family dynamics, and long-term vision before collaborating with their attorneys and CPAs to design a plan that fits.
Here are a few guiding questions we use when helping clients update or establish their plan:
- Is it easy to understand? You should be able to explain the big picture in plain English.
- Does your team collaborate on your behalf? Your attorney, CPA, and Hill advisor should be aligned so your investments, taxes, and estate all work together.
- Are you avoiding probate? The right structure may help your family avoid a lengthy and expensive court process.
- Are your heirs protected? Your plan should clearly state how and by whom assets will be managed.
- Is everything included? It’s easy for accounts or property to be left out due to incorrect titling.
- Who will carry out your plan? Executors, trustees, powers of attorney, and guardians can all play important roles. It’s important to make sure they understand and accept them.
When my grandparents’ plan was complete, my mom (named as executor) told me multiple times how relieved she felt knowing everything was organized and clear. That sense of clarity is exactly what we hope to provide for every Hill family.
Estate planning isn’t one-and-done; it’s an ongoing act of care, and it’s part of Taking the Long View®. We generally recommend our clients to review their plan every five years, or sooner if life or laws change. Families grow, goals evolve, and your plan should, too.
If you’re wondering whether your plan still fits, or if you’ve been meaning to get started, we’d love to help you or a loved one take that next step.
Email us at askanadvisor@hillinvestmentgroup.com to connect with your Hill advisor and start the conversation.