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All posts by : Tiffany Caserta

responsibilities trustees face

What Trustees Wish They Knew Before Someone Died

June 15, 2026
by Tiffany Caserta Estate PlanningProbate and Trust SettlementTrust

Karen thought being named trustee was simply a sign that her father trusted her most. That was before the phone calls started. Three days after the funeral, her brother wanted to know when he would receive his inheritance. Her sister questioned why ...

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properly funding a trust estate planning

The Trust Was Signed… So Why Is the Family Still Going Through Probate?

June 8, 2026
by Tiffany Caserta Asset ProtectionEstate PlanningProbate

The family believed everything had already been taken care of. Years earlier, their father had paid for a trust, signed all the paperwork, and proudly told everyone he had ā€œavoided probate.ā€ The estate planning binder sat neatly on the bookshelf, givin ...

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Blog Feature Image (3)

How Medicaid Asset Protection Trusts Really Work in Real Life

June 2, 2026
by Tiffany Caserta Asset ProtectionEstate PlanningIrrevocable trust

Linda’s mother spent nearly forty years paying off her home. It was where birthdays were celebrated, grandchildren spent the night, and Sunday dinners stretched late into the evening. Like many families, they assumed the home would always remain in the ...

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7 Estate Planning Mistakes

7 Estate Planning Mistakes That Can Quietly Destroy Your Family’s Legacy

May 10, 2026
by Tiffany Caserta Uncategorized

The family thought everything was handled. Their parents had worked hard, paid off the house, saved consistently, and reassured everyone for years, ā€œDon’t worry, we took care of it.ā€ So when the time came, no one expected problems. But things unrave ...

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How One Small Decision Can Cost You Medicaid

How One Small Decision Can Cost You Medicaid

May 7, 2026
by Tiffany Caserta Uncategorized

ā€œWe thought we were doing the right thing.ā€ That is how this story usually starts. A daughter sits across from us, frustrated, confused, and honestly a little blindsided. A few years ago, she helped her mom by moving some money into her own account. ...

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Screenshot 2026-05-02 at 10.16.44 PM

What Probate Really Looks Like for Families (Not the Textbook Version)

May 2, 2026
by Tiffany Caserta Uncategorized

ā€œWe thought the will would make this easy.ā€ That is how it usually starts. A family is sitting around a kitchen table after losing someone they love. There is a will. There was ā€œa plan.ā€ And everyone assumes the hardest part is over. Then the pho ...

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What If the Will Is Contested?

What If the Will Is Contested?

April 11, 2026
by Tiffany Caserta Uncategorized

Everything was supposed to be settled. There was a will. The documents were signed. The family expected a straightforward process. Then someone speaks up. ā€œThis doesn’t seem right.ā€ And just like that, everything changes. At The Estate Plannin ...

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estate planning mistakes

9 Estate Planning Mistakes and How to Avoid Them

April 11, 2026
by Tiffany Caserta Uncategorized

Most people assume estate planning mistakes come from complicated legal issues. They picture technical errors, loopholes, or courtroom battles. That is not what I see in real life. Working with families at The Estate Planning & Elder Law Group, ...

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How a Living Trust Can Save Your Family from Probate Court

How a Living Trust Can Save Your Family from Probate Court

April 4, 2026
by Tiffany Caserta Uncategorized

What would actually happen to your family if something happened to you tomorrow? Most people think they have it handled. There is a will. Maybe you have had a few conversations with your spouse or kids. You have a general idea of what should happen, an ...

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long-term care insurance

Should You Buy Long-Term Care Insurance? Pros and Cons

March 21, 2026
by Tiffany Caserta Uncategorized

If you suddenly needed $8,000 to $12,000 per month for long-term care, where would that money come from? I ask that question in workshops all the time. The room usually gets quiet. Most families have worked hard for decades to build retirement savin ...

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