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Case Studies

Real outcomes. Anonymized.

Six families. Six different situations. What they did, what it cost, what it saved them. Names and identifying details are anonymized to protect privacy. Outcomes are real.

Case 1

How a Bay Area family avoided $86,000 in probate fees

Setup

M and J had a $2.1M estate primarily in their primary residence and a brokerage account. Both in their late 60s. No will yet.

Challenge

California statutory probate fees would have run roughly $86,000 in attorney + executor compensation alone. Probate would have taken 18 to 24 months and made the estate public record.

Solution

Funded a revocable living trust over a weekend. Retitled the home and brokerage account into the trust. Set up beneficiary designations on retirement accounts. Created pour-over wills as a backstop.

Outcome

Total cost of the planning: roughly $1,800 with a flat-fee attorney. When M passed two years later, the trust's successor trustee distributed assets to J in 6 weeks with no probate filing and no legal fees.

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Case 2

Three siblings, one inherited house, zero court battles

Setup

S, T, and L inherited their late father's home. S wanted to sell. T wanted to rent it out. L wanted to keep it as a vacation home.

Challenge

The classic inherited-house deadlock that ends in partition lawsuits, ruined relationships, and forced sales for cents on the dollar.

Solution

Used the Family Estate Meeting framework. Each sibling presented their case in 5 minutes. Then the executor (S) hired a neutral appraiser. T and L bought out S at appraised value with a 7-year promissory note. T managed the rental, L paid for upkeep on the vacation weeks she used. Three signatures on a co-tenancy agreement.

Outcome

All three siblings still talk. The house generates rental income for T and weekend memories for L. S got their money out without a court battle. Total time: 11 weeks from death to signed agreement.

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Case 3

Blended family: how a stepmother and three stepchildren avoided a 4-year legal war

Setup

R married K (with adult children from a prior marriage) ten years before his death. R wanted his second wife taken care of and his children to inherit eventually.

Challenge

The textbook 'second marriage with kids from the first' situation. Without specific planning, second spouse and stepchildren are often pitted against each other.

Solution

QTIP trust (Qualified Terminable Interest Property) funded with the bulk of the estate. K (second spouse) gets income for life. On her death, principal passes to R's three children from the first marriage. Specific bequests to K's biological children separately. K receives the family home outright.

Outcome

Twelve years later, K has her income and her home. R's children know what is coming and when. No one sued. Family Christmases are still happening.

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Case 4

What a $19.99 book and a free checklist saved a young widow

Setup

A in her early 30s. Husband died unexpectedly in a car accident. Two young children. No will. Husband had a 401k, a life insurance policy, a joint home, and a small investment account.

Challenge

A had no idea where to start. The week after the funeral was a fog. Every well-meaning relative had different advice.

Solution

A worked through the 47-Point Family Estate Readiness Checklist with the printed PDF. The first 24 hours guide gave her language for the calls she had to make. The book gave her the executor framework. She did not hire an attorney for the first 30 days because the checklist told her not to make any binding decisions yet.

Outcome

By day 60: SS death benefits filed, life insurance claim approved, 401k beneficiary form processed (she was the named beneficiary, no probate needed), home transferred via right-of-survivorship deed (no probate). Total legal costs: zero, because none of it required probate. A then hired a flat-fee attorney to draft her own will and guardianship documents for the kids.

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Case 5

How a coffee-shop conversation prevented a million-dollar mistake

Setup

F was about to gift his $500k vacation home to his son D 'for tax reasons'. Read about it on a finance blog. Was scheduled to sign the deed on a Friday.

Challenge

Outright gift would have triggered a $500k taxable gift (no basis step-up at F's death later). D's basis would have been F's original $80k cost basis. When D eventually sold for $600k, he would owe capital gains tax on $520k.

Solution

F asked the question on the Plan Your Passing AI Q&A: 'Should I gift my vacation home to my son?' Answer: probably not, here is why, talk to a CPA. F talked to a CPA. CPA confirmed the math. F set up a revocable trust naming D as the beneficiary instead. At F's eventual death, D inherits with a stepped-up basis equal to fair market value.

Outcome

Tax savings on the eventual sale: roughly $130,000 in federal capital gains alone (depending on D's bracket). Plus avoided probate via the trust.

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Case 6

A senior moving across state lines needed everything redone

Setup

B moved from Texas to Florida after a spouse's death. B had Texas-drafted estate documents from 2008. Florida.

Challenge

Florida has stricter homestead protection rules and different witness requirements than Texas. The Texas durable POA might not be honored by a Florida bank. The will was technically valid but used Texas-specific language that could create probate confusion.

Solution

B used the Will Builder, Advance Directive Builder, and POA Builder on Plan Your Passing to redraft each document for Florida. Took the drafts to a Florida estate attorney for a 1-hour engagement at a flat $400. The attorney updated language, added Florida homestead provisions, and supervised execution.

Outcome

Total time: 3 hours of B's time. Total legal cost: $400. B has Florida-correct documents that align with B's actual current circumstances.

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