As a real estate agent specializing in probate and trust sales here in Los Angeles, I’ve seen firsthand how a single misplaced comma or a vague sentence can tear families apart. We often think of estate planning as a way to find peace of mind, but if the documents aren’t ironclad, you might just be handing your heirs a ticket to a three-year court battle.
Having navigated countless property sales where the “intent” of the deceased was called into question, I’ve learned that the best defense against litigation is a proactive, crystal-clear offense. I recently sat down with a trust and estate litigation expert turned estate planner to discuss how to avoid the “horror stories” of ambiguous planning.
The “Grandchild Trap”: A $400,000 Misunderstanding

The number one issue leading families to court isn’t necessarily a lack of a plan—it’s ambiguity. When the language isn’t clear, a judge has to step in to decide what you really intended, and that process is neither fast nor cheap.
Consider this real-world scenario: A trust stated that $100,000 should go to the grandchildren.
- Interpretation A: $100,000 to be split equally among five grandchildren ($20,000 each).
- Interpretation B: $100,000 to go to each of the five grandchildren ($500,000 total).
This simple linguistic gray area created a $400,000 discrepancy. It resulted in years of litigation before finally reaching a settlement. When families fight over definitions, the only real “winners” are the legal fees that eat away at the inheritance.
The Litigator’s Approach to Planning
When an attorney spends years in the trenches of litigation, they learn exactly how to “exploit the holes” in a poorly drafted document. This unique perspective is invaluable when it comes time to draft a new plan. A litigation-informed strategy focuses on:
- Identifying “Exploitable” Gaps: Knowing where common mistakes occur allows an attorney to close those doors before someone can kick them open.
- Documenting Relationships: It’s not just about assets; it’s about the people. Taking extensive notes on family dynamics—who gets along, who is contentious, and the state of a marriage—provides a “defense file” should someone contest the plan later.
- Confirming Intentions: A robust planning process should involve multiple steps (at least four) where the client’s wishes are confirmed and re-confirmed.
Navigating the “Meats and Potatoes” of Your Plan
If you’re just starting, don’t get overwhelmed. Most comprehensive plans are built on four primary pillars:
- The Trust: The main vessel for holding your assets to avoid probate.
- The Will (Pour-over Will): A “safety net” for any assets not properly moved into the trust.
- Power of Attorney: Designates someone to handle your financial affairs if you can’t.
- Advanced Healthcare Directive: Designates someone to make medical decisions for you.
Choosing Your Representatives
This is often the hardest part. You aren’t just picking a name; you’re giving someone the power to take out loans in your name or pick up your mail. If you don’t have a family member you trust implicitly, consider a Professional Fiduciary. They are licensed, independent third parties with no emotional ties, committed solely to following your written rules.
The Danger of the “Unfunded” Trust
One of the most common ways families in Los Angeles end up back in Probate Court is failing to fund the trust. A trust is like a suitcase; if you don’t put your “clothes” (assets) inside it, the suitcase is useless.
- Real Estate Issues: Many people create a trust but then refinance their home. During a refinance, the bank often takes the house out of the trust. If you don’t put it back in immediately after the loan closes, that house is headed for probate.
- Bank Accounts: Simply writing “I want my money in the trust” isn’t enough. You must physically change the ownership of the accounts at the bank.

The Five-Year “Physical”
Your estate plan is not a “set it and forget it” document. Life moves fast in Southern California, and your plan needs to keep up. I recommend an “estate plan physical” at least every five years, or immediately following a Major Life Event:
- Divorce or marriage
- Birth of a new child or grandchild
- Death of a named beneficiary or successor
- Straining of a relationship (if you’re no longer speaking to your “Successor Trustee,” change them!)
Notable Quote:
“The main reason why people are fighting in court is that somebody had prepared poor, shotty documents that didn’t clearly state the settlor’s intentions.”
Watch The Full Interview Now:
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DISCLAIMER: The Probate Realtor® Matias Baker Masucci is a licensed real estate broker in California, DRE # 02054763. Any legal information provided is for informational purposes only and NOT to provide legal advice. Contact an attorney to obtain advice on any specific legal issue or problem. We make no guarantees as to the accuracy of any information.





