The Family Who Thought They Were Covered — Until They Weren’t

The Family Who Thought They Were Covered — Until They Weren’t

A few years ago, a family came to us after their father passed away.

He was smart, responsible, and organized — the kind of person who never missed a detail. He had done what most people think is “enough”:

  • He had a will.

  • He added his daughter to his bank accounts.

  • He told everyone, “It’s all taken care of.”

But when he passed, reality hit hard.

The will didn’t keep his family out of court — it required probate.
The joint account he shared with his daughter became tangled in her divorce proceedings.
And his out-of-state trust — drafted years earlier — didn’t comply with Florida law.

It wasn’t neglect. It wasn’t carelessness. It was trust — in myths that sound right but don’t hold up.

Over the next year, the family spent months in probate, thousands in legal fees, and countless hours tracking down assets they thought were already protected.

The saddest part? He truly believed he was doing everything right.

He thought he was protecting his family.
Instead, he left them with stress, confusion, and bills they never expected.

We helped them sort it out — updating every document, aligning their assets, and making sure the next generation wouldn’t repeat the same mistakes.

Now, they’re the first to tell their friends:

“Having a plan isn’t the same as having the right plan.”

Because peace of mind only works when it’s built on truth — not assumptions.

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Craig R. Hersch

  • Senior Partner,
    • Sheppard Law Firm
  • Florida Bar Board Certified Estate Planning Attorney / CPA
  • Editorial Advisory Board Member,
    • Trusts & Estates Magazine
  • Founder & Board Member,
    • State Chartered Trust Company