The Atlantic

The Vindication of Ask Jeeves

Garrett Gruener, the co-creator of Ask Jeeves, couldn’t beat Google, but he’s feeling just fine about the dawn of the chatbot era.
Source: Matt Chase / The Atlantic. Source: Getty.

It was a simpler time. A friend introduced us, pulling up a static yellow webpage using a shaky dial-up modem. A man stood forth, dressed in a dapper black pinstriped suit with a red-accented tie. He held one hand out, as if carrying an imaginary waiter’s tray. He looked regal and confident and eminently at my service. “Have a Question?” he beckoned. “Just type it in and click Ask!” And ask, I did. Over and over.

With his steady hand, Jeeves helped me make sense of the tangled mess of the early, pre-Google internet. He wasn’t perfect—plenty of context got lost between my inquiries and his responses. Still, my 11-year-old brain always delighted in the idea of a well-coiffed man chauffeuring me down the information superhighway. But things changed. Google arrived, with

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