A Ford director moved her family's AI assistant to ChatGPT using a guide she wrote herself

The part that traveled was a document she had already written. Stefko Dover said she had made a guide explaining how the Claude assistant worked and how it connected with her family's apps, then uploaded that material into ChatGPT, bringing much of the old assistant's context with it. She called the switch surprisingly painless. "I think it is our job as the users to sort of own the context layer," she said.

Her reasons for preferring the new build sit at the level of interface and behaviour. Gigi offered a better interface, kept more continuity across projects, produced stronger first drafts of emails and PowerPoint presentations, and made more proactive suggestions without waiting to be prompted, she told Business Insider. She also said it makes fewer contextual errors than Claudette and remembers more about the different parts of her identity. Three months earlier, Claudette had "probably saved our marriage," she said.

The supervision here is still manual. Gigi fills online shopping carts every Friday from a grocery list shared with the family's nanny, and Stefko Dover reviews and pays for the order herself. Asked whether she would give the agent purchasing power, she said: "If I were to do that, I'd probably get, like, a $500 credit card limit so that there wasn't, like, Gigi purchasing diamonds on Rodeo Drive." The failures are in that register too. One grocery recommendation came back with 12 boxes of bow-tie pasta, and the agent once suggested her husband send flowers to his best friend's wife after mistaking her for a relative.

Claudette has not been switched off. Business Insider reports the Claude assistant is on a performance improvement plan. "I'm not convinced that, like, next month, Claudette won't be the superior chief of staff," Stefko Dover said. "She's on a PIP." Since the interview she has added a third assistant, Ingrid, built with the invite-only Instinct AI, which can carry out tasks through text messages and phone calls. "I'm layering Ingrid on top of Gigi," she said. Three named agents now sit in the family's AI org chart, two of them added since the account of Claudette three months ago.

What she named as the hard part was her own attachment to the tool. "Turns out I have a lot of tool bias, which was unexpected," she said of her reluctance to abandon an assistant she had spent months refining. A team can hold the same artifact she held: a written description of what the agent does, which apps it touches, and where a person signs off. That document is what makes trying a second vendor a weekend of work. Business Insider's account stops at the Dover household. It does not reach agents deployed in her work at Ford, so it does not test whether the same portability survives corporate systems, retention rules and an audit trail. "There's not a final destination here," she said. "The power of being a user is this constant iteration."