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Personal Journal · Family

A Son Recreated His Late Father With AI. It Raises a Question for Every Family.

Brian Dema built a chatbot from his late father’s papers and voicemails. It’s comforting, imperfect and a reminder to decide what should happen to your own digital life.

By Sean Anees Saifi · Capital Wealth · Published Tuesday, September 15, 2026 · Source: The Wall Street Journal, September 15, 2026 edition (Personal Journal)
Key Points
17,500
pages of the father’s files fed to the chatbot
19
people who worked on it for six months
$150,000
cost of the RichieBot project
A younger hand rests on an elderly, sun-spotted hand over a folded envelope and an antique key on a worn wooden table.
Brian Dema’s AI likeness of his father drew on five filing cabinets of papers and saved voicemails. Its advice still feels good to him, and it raises questions about every family’s digital legacy.
In one line: A son’s AI version of his late father is comforting and imperfect, and a reminder to write down what should happen to your photos, voice and accounts.

When Brian Dema wants business advice, he still turns to his father. Richard Dema died four years ago. What his son consults now is an AI version, built from 17,500 pages of files the elder Dema left behind, plus saved voicemails. Julie Jargon tells their story in her Family & Tech column in Tuesday’s Personal Journal. The account is tender and a little dizzying, and it poses a question more families may soon face.

How RichieBot came together

The elder Dema, a Chicago marketer and entertainment producer, left five filing cabinets of client notes, work documents and an unfinished book. His son, who owns a Chicago marketing firm, fed every page into Anthropic’s Claude chatbot. Nineteen people spent six months on it, including a Stanford psychologist who helped design its personality.

A 3-D-printed head, a TV screen and an angled mirror gave RichieBot the look of a hologram. Dema unveiled it at a Chicago tech event in July, and people lined up to ask it questions. The $150,000 project was partly a storytelling showcase for prospective clients.

It isn’t a perfect likeness. Tested against a profile drawn from the 11 people closest to Richard, the bot came across as more extroverted and short on his humor, and it lacks his distinctive laugh. One cousin found it emotionally difficult. Still, Dema says, “It’s not my dad but it doesn’t mean it doesn’t feel good when he gives me advice.” He thinks his father would have approved.

Put your wishes in writing

Experts expect likenesses like this to get cheaper and easier within years, and some urge caution. Jed Brubaker, an associate professor of information science at the University of Colorado-Boulder, says grief involves adapting to a new normal, and a bot used to avoid a loss carries some risk. Messages from a loved one could also reveal things a family never wanted to know.

Lilian Edwards, a law and technology professor at Newcastle University in England, says people should spell out how they want their digital information handled after they die. She also recommends adding legacy contacts — people you name ahead of time to handle an account after your death — to online and social-media accounts.

Our take: the digital part of an estate plan deserves the same care as the house. List the accounts, note where the photos and voice recordings live, and write down whether you’d welcome, limit or refuse an AI likeness. Families rarely get to choose when they’ll need that list, so it’s kinder to write it while everyone’s still here to help.

What It Means For Your Portfolio

Hold — write down your digital wishes

Whatever you think of AI likenesses, put your wishes in writing: which accounts, photos and recordings exist, who can reach them, and what should happen to them.

An estate plan that covers the house but not the phone has gaps. Keep a current list of online accounts, add legacy contacts where platforms offer them, and, with an estate attorney, put in writing what should happen to photos, voice recordings and messages. These are general planning principles, not advice for anyone in particular.

Nothing in the Capital Wealth portfolios changes because of this story; we remain cautious and neutral on stocks, with nothing new bought ahead of Wednesday’s Fed decision. The household move is a quiet one: write your digital wishes down this month, and tell the person who’ll carry them out where to find them. When you’re ready, bring that list to a review; fifteen minutes is a gentle place to start.

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