The Top 5 Estate Planning Mistakes We See in Florida (And How to Avoid Them)

October brings National Estate Planning Awareness Week, which makes it the perfect time to take a hard look at the mistakes that derail even well-intentioned plans.
At The Law Offices of Mark F. Moss, we’ve helped hundreds of Florida families create, update, and fix their estate plans. And over the years, we’ve seen patterns: the same mistakes showing up in family after family, often with consequences no one saw coming.
The good news? Every one of these mistakes is avoidable. Here are the top five we see, and what you can do differently.
Mistake #1: Thinking a Will Avoids Probate
This is probably the most common misconception we encounter. People assume that having a will means their family won’t have to deal with probate court.
It doesn’t.
A will is a set of instructions for the probate court. It tells the court who should inherit your assets and who should manage your estate, but the court still has to supervise the process. That means time, expense, and your family’s affairs becoming a matter of public record.
In Florida, probate can take anywhere from several months to over two years, depending on the complexity of the estate. Attorney fees and court costs can run into the thousands or tens of thousands of dollars.
The fix: If a cleaner probate is a priority, consider a revocable living trust. Assets held in a properly funded trust pass to your beneficiaries extended length of time. You can also use beneficiary designations and payable-on-death accounts for certain assets.
Mistake #2: Outdated or Missing Beneficiary Designations
Here’s something that surprises many people: your beneficiary designations override your will.
If your will says “leave everything to my children equally” but your 401(k) still lists your ex-spouse as beneficiary, guess who gets the 401(k)? Your ex-spouse.
Beneficiary designations on retirement accounts, life insurance policies, bank accounts, and investment accounts pass directly to the named beneficiary. This is because beneficiary designations are completely outside of probate and completely outside of your will.
We’ve seen families torn apart by this. A parent intends to treat all children equally, but an outdated beneficiary designation gives one child a windfall while the others receive nothing from that asset.
The fix: Review your beneficiary designations at least annually, and always after major life events like marriage, divorce, birth of a child, or death of a beneficiary. Make sure they align with your overall estate plan.
Mistake #3: Not Planning for Incapacity
Most people think of estate planning as planning for death. But what about planning for the possibility that you’re alive but unable to manage your own affairs?
A stroke, a car accident, dementia, a serious illness: any of these could leave you unable to pay bills, make medical decisions, or handle your financial affairs. And if you haven’t planned for this, your family may have to go to court to get the authority to help you.
That process is called guardianship, and it’s expensive, time-consuming, invasive, and completely avoidable.
The fix: Make sure you have a Durable Power of Attorney (for financial matters) and a Health Care Surrogate Designation (for medical decisions). These documents let you choose who will step in if you can’t act for yourself—instead of leaving it up to a judge.
Mistake #4: DIY Estate Planning Gone Wrong
The internet is full of cheap (or free) will templates, online trust generators, and DIY estate planning software. And for some people in simple situations, these tools might be adequate.
But we see the failures more often than the successes.
Common problems with DIY documents include:
• Documents that aren’t properly executed under Florida law
• Trusts that were never funded (meaning assets weren’t transferred into the trust)
• Ambiguous language that leads to disputes
• Missing provisions that Florida law requires
• Failure to account for Florida-specific issues like homestead rules
The cost of fixing these problems (or litigating over them) almost always exceeds what it would have cost to do it right in the first place.
The fix: Work with an experienced estate planning attorney who understands Florida law. The investment is worth it.
Mistake #5: Creating a Plan and Then Forgetting About It
Estate planning isn’t a one-and-done event. It’s an ongoing process.
We regularly meet with clients who created their estate plan 10, 15, or 20 years ago and haven’t looked at it since. In that time:
• Children have grown up
• Grandchildren have been born
• Marriages and divorces have happened
• Named executors or agents have died or become incapacitated
• Financial situations have changed dramatically
• Laws have changed
• They’ve moved to Florida from another state
An outdated estate plan can be worse than no plan at all, because your family will assume it reflects your current wishes when it doesn’t.
The fix: Review your estate plan every 3-5 years, and always after major life events. If you’ve moved to Florida from another state, have your documents reviewed by a Florida attorney as many provisions that work elsewhere don’t work here.
Bonus Mistake: Not Talking to Your Family
This isn’t a legal mistake, but it causes just as many problems.
We see families torn apart after a death; not because the estate plan was bad, but because no one knew what to expect. Children are surprised to learn they’re not the executor. Siblings fight over who gets the family home. A surviving spouse doesn’t know where to find the documents or who to call.
The fix: Talk to your family. They don’t need to know every detail of your finances, but they should know: (1) that you have a plan, (2) where to find it, (3) who to contact, and (4) what your general wishes are. A little transparency now prevents a lot of conflict later.
Is Your Estate Plan Making These Mistakes?
National Estate Planning Awareness Week is the perfect time to take stock. If you don’t have a plan, or if your plan hasn’t been reviewed in years, now is the time to act.
At The Law Offices of Mark F. Moss, we help Florida families create comprehensive life plans that avoid these common pitfalls. Whether you’re starting from scratch or need to update an existing plan, we’re here to help.
Contact us at 904-329-7242 or visit markmosslaw.com to schedule a consultation.
Disclaimer: Reading this blog post does not create an attorney-client relationship and is not legal or tax advice. This is for informational purposes only. It is best to speak with an attorney or tax professional about your specific situation, questions, assets, concerns