Issue 01 · September 2026Research · Education · Architecture

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Family storyNo. 016

Robert & Rosie’s Biggest Regret

Robert and Rosie had attended the same church for decades and always planned to make a meaningful gift “someday.” Their estate plan even included a bequest.

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Family storyNo. 017

Dad… Why Didn’t We Know?

Michael’s father handled every financial detail.

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Family storyNo. 018

The Family Meeting That Changed Everything

A couple thought their estate plan was complete until their adult children were asked what the family hoped to stand for in 50 years.

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Family storyNo. 019

The White Envelope

A family kept a sealed envelope marked “Open After We’re Gone.” It contained no passwords or account numbers.

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Family storyNo. 020

The Dinner Table That Became a Boardroom

One family began meeting quarterly around the dinner table.

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Family storyNo. 021

The Check Robert Never Wanted to Write

Robert joked that he hated writing big checks.

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Family storyNo. 022

The Three-Generation Meeting

Grandparents, parents and grandchildren sat in the same room.

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Family storyNo. 023

The Business Was Growing. The Family Was Drifting.

Revenue was up, the company was expanding, and the founder was winning—except family dinners had disappeared and nobody knew the plan.

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Family storyNo. 024

The Church They Loved

A couple wanted to support the church they had attended for 42 years.

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Family storyNo. 025

The Scholarship That Changed an Entire Family

A family’s first scholarship was small relative to its balance sheet, but enormous in family impact.

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Family storyNo. 026

The Family Binder

A founder proudly carried a three-inch binder containing every legal and financial document.

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Family storyNo. 027

The Two Notebooks

One entrepreneur kept two notebooks.

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Family storyNo. 028

The Family Recipe

A grandmother pulled out a stained recipe card and explained that the ingredients were ordinary; the memories were priceless.

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Family storyNo. 029

The Whiteboard Meeting

The meeting began with a blank whiteboard and one question: “What do we want our family to look like in 25 years?” The family wrote faith, health, education, generosity, strong relationships and meaningful work.

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Family storyNo. 030

The Estate Plan Was Perfect… Almost

The documents were excellent: wills, trusts, powers of attorney, insurance.

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Family storyNo. 031

We Thought a Family Office Was for Billionaires

A couple laughed at the phrase “family office” because they were not ultra-wealthy.

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Family storyNo. 032

The Conversation That Never Made It Into the Will

A father said his will explained where everything went.

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Family storyNo. 033

The Best Investment They Ever Made

A family invested time in teaching the next generation how to read financial statements, evaluate a charity, understand a trust and participate in a meeting.

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Family storyNo. 034

One Empty Chair

A family kept postponing the conversation.

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Family storyNo. 035

The Real Return on Investment

At the end of a planning session, three generations left the room with a shared project, a meeting date and a charitable goal.

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