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E-Commerce · AI Shopping Satire

Target’s New AI Shopping Assistant Also Unable To Explain Why You Left With $214 In Throw Pillows

‘Ask Target’ can suggest gifts, compare options and build a wishlist, but some questions remain beyond the reach of technology

Pen-and-ink cartoon of a shopper seen from behind pushing a cart overflowing with throw pillows, candles and string lights while a giant smiling smartphone with a question-mark speech bubble floats beside them
A shopper consults an AI assistant about a cart that assembled itself. Illustration: The Daily SKU

MINNEAPOLIS—Target this week began testing ‘Ask Target,’ a conversational AI assistant that can help shoppers find gift ideas, narrow choices and build wishlists, though early users report it remains just as baffled as they are about how a quick trip for toothpaste became $214 in throw pillows.

“I asked it, ‘Why did I buy these,’ and it thought for a long time,” said Courtney Vale, 33, of Edina, Minn., gesturing at a cart containing five pillows, three candles and a decorative wooden bead garland. “Then it asked whether I’d like to see coordinating throws. I think it was trying to help. I think it’s one of us now.”

The assistant arrives alongside more than 8,000 new holiday items, more than half of them exclusive and many under $20, a combination that behavioral economists described as ‘the most efficient way ever developed to spend $160 in $20 increments.’

What Shoppers Ask an AI Assistant at a Big-Box StoreShare of questions, first week, projected
  • 31% Gift for a dad who ‘has everything’
  • 24% Is this candle a gift or for me
  • 18% Where is the bathroom
  • 15% Why do I always come here
  • 12% What did I come in for
What Shoppers Ask an AI Assistant at a Big-Box Store
ItemShare
Gift for a dad who ‘has everything’31%
Is this candle a gift or for me24%
Where is the bathroom18%
Why do I always come here15%
What did I come in for12%

Source: The Daily SKU Projections Unit

“It asked if I’d like to see coordinating throws. It’s one of us now.”

Some shoppers said they hoped future versions would include a feature that gently intercepts them in the home-decor aisle. “I don’t need it to find gifts,” said Vale. “I need it to say, ‘Courtney. You have pillows.’”

At press time, Vale had asked Ask Target where the toothpaste was, and had been shown a seasonal toothpaste holder shaped like a gnome.

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