Retire Today
Estate Planning Made Simple: Protect Yourself Today, Protect Your Family Tomorrow
Jeremy Keil dives into the details of estate planning, what people often miss and how to leave a legacy that lasts.
When most people hear the words estate planning, they think about wills, trusts, and what happens after they’re gone. But that’s only half the picture. Estate planning is just as much about protecting you while you’re alive as it is about transferring assets after you pass.
In this week’s episode of Retire Today, I walked through the essential parts of a practical, real-world estate plan. This is the same framework I teach in Chapter 10 of my book, Retire Today, because your “LEAVE” plan — the final step in the 5-Step Retirement Master Plan — is one of the most important gifts you can give your loved ones.
Estate planning has two core objectives:
1. Protect yourself and your spouse when bad things happen
2. Make your inheritance as simple and tax-efficient as possible
Everything starts and ends with these two goals.
1. Protect Yourself and Your Spouse — While You’re Still HereThe first goal of estate planning has nothing to do with inheritance. It’s about making sure someone you trust can step in and help if you’re unable to make decisions on your own. That requires the right documents — and an understanding of how they work.
The Key Documents You’ll Likely NeedMost retirees will work with an attorney to build some combination of the following:
• Health Care Power of AttorneyThis allows someone you designate to make medical decisions for you if you can’t communicate or act on your own. It’s valuable for avoiding confusion in an emergency.
• Financial Power of AttorneyThis document authorizes a trusted person to manage your finances — signing paperwork, paying bills, accessing accounts — if you lose the ability to do it yourself.
• Marital Property Agreement (in community property states)In states like Wisconsin, this document clarifies what assets belong to each spouse individually and which assets are shared. It reduces conflict, confusion, and tax issues later.
• Health Care Directive or Living WillThis outlines your wishes for end-of-life care. Some attorneys prefer including these instructions in your health care power of attorney; others recommend a separate document. The right approach depends on your state and your attorney’s guidance.
Durable vs. Springing Powers of AttorneyMany people aren’t aware that these documents can take effect in different ways:
- A durable power of attorney becomes effective immediately.
- A springing power of attorney only takes effect if certain criteria — usually a medical declaration — are met.
While springing powers seem appealing (“I’m fine now, I don’t need help yet”), they can create delays during medical emergencies. Many attorneys recommend durable powers because they’re simpler and more reliable during stressful situations.
2. Make Your Inheritance Easy and Tax-EfficientOnce you’re protected, the next goal is to ensure your assets transfer smoothly and according to your wishes.
A big question retirees often ask is:
“Do I need a will, a trust, or both?”
Here’s a simple way to think about it:
Will-Based Estate Planning- Effective only after you pass away
- May require probate
- Probate is public
- An executor handles your estate
- Works well for basic situations
- Effective immediately
- Avoids probate
- Keeps family affairs private
- Lets a trustee manage assets if you become incapacitated
- Allows for specific protections and rules for your beneficiaries
Most people don’t need a trust for tax savings — a common misconception. A standard revocable living trust doesn’t save income taxes or estate taxes. Its value lies in avoiding probate, speeding up administration, and providing privacy and protection.
What About Estate Taxes?Many retirees worry about “death taxes,” but most won’t owe federal estate tax. The exemption is nearly $14 million per person in 2025 — far higher than the average retiree’s estate.
The real tax risk usually comes from traditional retirement accounts. Your kids will pay income tax on every dollar they inherit from your traditional IRA or 401(k). That’s why your withdrawal and Roth conversion strategy plays such a big role in your estate planning.
The Most Overlooked Piece: Beneficiary FormsYou can have a beautifully crafted estate plan… but if your beneficiary forms don’t match it, your intentions won’t matter.
Most of your assets — retirement accounts, brokerage accounts, life insurance, bank accounts — transfer by beneficiary designation, not your will. Even your house can transfer through TOD (transfer-on-death) titling.
That means updating your beneficiary forms is just as important as writing a will or trust. People assume their estate documents control everything — but beneficiary forms override them.
Every year, you hear the stories:
Someone dies with an ex-spouse still listed as a beneficiary. Or an adult child gets unintentionally disinherited. Or assets go to someone who was never meant to receive them.
Review your beneficiary forms regularly — at least once a year.
Estate Planning Is Part of Retiring With ConfidenceYou’ve worked hard to build financial security. Estate planning helps you protect it:
✔ While you’re alive
✔ When life gets complicated
✔ And after you’re gone
A clear estate plan gives you peace of mind — and saves your family time, stress, taxes, and confusion. If you’d like to learn more about how estate planning helps you leave a legacy you can stand behind, make sure to visit JeremyKeil.com and get your copy of “Retire Today: Create Your Retirement Master Plan in 5 Simple Steps.”
Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes!
Subscribe to Retire Today to get new episodes every Wednesday.
Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337
Spotify Podcasts: https://bit.ly/RetireTodaySpotify
About the Author:
Jeremy Keil, CFP®, CFA® is a financial advisor in Milwaukee, WI, author of the bestseller Retire Today: Create Your Retirement Master Plan in 5 Simple Steps and host of both the Retire Today Podcast and Mr. Retirement YouTube channel
Additional Links:
- Buy Jeremy’s book – Retire Today: Create Your Retirement Master Plan in 5 Simple Steps
Connect With Jeremy Keil:
- Keil Financial Partners
- LinkedIn: Jeremy Keil
- Facebook: Jeremy Keil
- LinkedIn: Keil Financial Partners
- YouTube: Mr. Retirement
- Book an Intro Call with Jeremy’s Team
Media Disclosures:
Disclosures
This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy.
The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results.
Legal & Tax Disclosure
Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations.
Advisor Disclosures
Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC.
Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A.
The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only.





Subscribe