• Home
  • News
  • Fortune 500
  • Tech
  • Finance
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
RetailAI

E-commerce sites want AI bots to make holiday shopping easier, but don’t expect them to do all the work or always give you the right answers

By
Haleluya Hadero
Haleluya Hadero
and
The Associated Press
The Associated Press
Down Arrow Button Icon
By
Haleluya Hadero
Haleluya Hadero
and
The Associated Press
The Associated Press
Down Arrow Button Icon
December 2, 2024, 7:09 AM ET
Amazon's generative AI-powered shopping assistant, known as Rufus, appears on a computer monitor in this photo taken on Dec. 1, 2024, in New York.
Amazon's generative AI-powered shopping assistant, known as Rufus, appears on a computer monitor in this photo taken on Dec. 1, 2024, in New York.Peter Morgan—AP

Tired of thinking about what gifts to get everyone this year? Artificial intelligence chatbots might help, but don’t expect them to do all the work or always give you the right answers.

Recommended Video

Anyone scouring the internet for Cyber Monday deals is likely going to encounter more conversational iterations of the chatbots that some retailers and e-commerce sites have built to provide shoppers with enhanced customer service.

Some companies have integrated models infused with newer generative AI technologies, allowing shoppers to seek advice by asking naturally phrased questions like “What’s the best wireless speaker?”

Retailers hope consumers use these chatbots, which are typically called shopping assistants – as virtual companions that help them discover or compare products. Prior chatbots were mostly used for task-oriented functions such as helping customers track down online orders or return ones that didn’t meet expectations.

Amazon, the king of online retail, has said its customers have been questioning Rufus – the generative AI- powered shopping assistant it launched this year – for information such as whether a specific coffee maker is easy to clean, or what recommendations it has for a lawn game for a child’s birthday party.

And Rufus, which is available for holiday shoppers in the U.S. and some other countries, is not the only shopping assistant out there. A select number of Walmart shoppers will have access this year to a similar chatbot the nation’s largest retailer is testing in a few product categories, including toys and electronics.

Perplexity AI added something new to the AI chat-shopping world last month by rolling out a feature on its AI-powered search engine that enables users to ask a question like “What’s the best women’s leather boots?” and then receive specific product results that the San Francisco-based company says are not sponsored.

“It has been adopted at pretty incredible scale,” Mike Mallazzo, an analyst and writer at retail research media company Future Commerce, said.

Retailers with websites and e-commerce companies started paying more attention to chatbots when use of ChatGPT, an artificial intelligence text chatbot made by the company OpenAI, went mainstream in late 2022, sparking public and business interest in the generative AI technology that powers the tool.

Victoria’s Secret, IKEA, Instacart and the Canadian retailer Ssense are among other companies experimenting with chatbots, some of which use technology from OpenAI.

Even before the improved chatbots, online retailers were creating product recommendations based on a customer’s prior purchases or search history. Amazon was at the forefront of having recommendations on its platform, so Rufus’ ability to provide some is not particularly groundbreaking.

But Rajiv Mehta, the vice president of search and conversational shopping at Amazon, said the company is able to offer more helpful recommendations now by programming Rufus to ask clarifying or follow-up questions. Customers are also using Rufus to look for deals, some of which are personalized, Mehta said.

To be sure, chatbots are prone to hallucinations, so Rufus and most of the tools like it can get things wrong.

Juozas Kaziukenas, founder of e-commerce intelligence firm Marketplace Pulse, wrote in a November blog post that his firm tested Rufus by requesting gaming TV recommendations. The chatbot’s response included products that were not TVs. When asked for the least expensive options, Rufus came back with suggestions that weren’t the cheapest, Kaziukenas said.

An Associated Press reporter recently asked Rufus to give some gift recommendations for a brother. The chatbot quickly spit out a few ideas for “thoughtful gifts,” ranging from a T-shirt and a keychain with charms to a bolder suggestion: a multifunctional knife engraved with the phrase “BEST BROTHER EVER.”

After a 5-minute written conversation, Rufus offered more tailored suggestions – a few Barcelona soccer jerseys sold by third-party sellers. But it wasn’t able to say which seller offered the lowest price. When asked during another search for a price comparison on a popular skin serum, Rufus showed the product’s pre-discounted price instead of its present one.

“Rufus is constantly learning,” Amazon’s Mehta said during an interview.

Shop AI, a chatbot that Canadian e-commerce company Shopify launched last year, can also help shoppers discover new products by asking its own questions, such as soliciting details about an intended gift recipient or features the buyer wants to avoid. Shop AI has trouble, however, recommending specific products or identifying the lowest-priced item in a product category.

The limitations show the technology is still in its infancy and has a long way to go before it becomes as useful as the retail industry – and many shoppers – wish it could be.

To truly transform the shopping experience, shopping assistants will “need to be deeply personalized” and be able – on their own – to remember a customer’s order history, product preferences and purchasing habits, consulting giant McKinsey & Company said in an August report. the McKinsey report said.

Amazon has noted that Rufus’ answers are based on information contained in product listings, community Q&As and customer reviews, which would include the fake reviews that are used to boost or diminish sales for products on its marketplace.

The large language model that powers the chatbot was also trained on the company’s entire catalog and some public information on the web, Trishul Chilimbi, an Amazon vice president who oversees AI research, wrote in the electrical engineering magazine IEEE Spectrum in October.

But its unclear how Amazon and other companies are weighting different training components – such as reviews – in their recommendations, or how exactly the shopping assistants come up with them, according to Nicole Greene, an analyst at management consulting firm Gartner.

Perplexity AI’s new shopping feature allows users to enter search queries such as “best phone case” and to receive answers derived from various sources, including Amazon and other retailers, such as Best Buy. Perplexity also invited retailers to share data about their products and said those that do would have an increased chance of having their items recommended to shoppers.

But Perplexity CEO Aravind Srinivas, suggested in a recent interview with Fortune magazine that he didn’t know how the new shopping feature recommended products to customers. But in an interview with the AP, Chief Business Officer Dmitry Shevelenko pushed back on that characterization, saying Srinivas’ comment “was probably taken out of context.”

The context, he said, is that with generative AI technology “You can’t know in advance exactly what the output will be just based off of knowing what the inputs” are from the training materials.

Shevelenko said retailers and brands need to know they can’t have their products recommended in Perplexity’s search engine because they’re “jamming key words” into their websites or using different techniques to show up better on search results

“The way you show up in an answer is by having a better product and better features,” he said.

Fortune Brainstorm AI returns to San Francisco Dec. 8–9 to convene the smartest people we know—technologists, entrepreneurs, Fortune Global 500 executives, investors, policymakers, and the brilliant minds in between—to explore and interrogate the most pressing questions about AI at another pivotal moment. Register here.
About the Authors
By Haleluya Hadero
See full bioRight Arrow Button Icon
By The Associated Press
See full bioRight Arrow Button Icon

Latest in Retail

Big TechSpotify
Spotify users lamented Wrapped in 2024. This year, the company brought back an old favorite and made it less about AI
By Dave Lozo and Morning BrewDecember 4, 2025
12 minutes ago
Bear
RetailTariffs and trade
Build-A-Bear stock falls 15% as it reveals the real hit from tariffs, at last
By Michelle Chapman and The Associated PressDecember 4, 2025
44 minutes ago
The outside of a Dollar General store, at night
Retaildollar stores
Rich people are flooding dollar stores as Americans navigate a crushing affordability crisis
By Dave SmithDecember 4, 2025
3 hours ago
Kris Mayes
LawArizona
Arizona becomes latest state to sue Temu over claims that its stealing customer data
By Sejal Govindarao and The Associated PressDecember 3, 2025
1 day ago
Tony Cuccio posing in a chair
C-SuiteMillionaires
Tony Cuccio started with $200 selling beauty products on Venice Beach. Then he brought gel nails to the masses—and forged a $2 billion empire
By Dave SmithDecember 3, 2025
1 day ago
CybersecuritySmall Business
Main Street’s make-or-break upgrade: Why small businesses are racing to modernize their tech
By Ashley LutzDecember 3, 2025
1 day ago

Most Popular

placeholder alt text
Economy
Two months into the new fiscal year and the U.S. government is already spending more than $10 billion a week servicing national debt
By Eleanor PringleDecember 4, 2025
10 hours ago
placeholder alt text
North America
Jeff Bezos and Lauren Sánchez Bezos commit $102.5 million to organizations combating homelessness across the U.S.: ‘This is just the beginning’
By Sydney LakeDecember 2, 2025
2 days ago
placeholder alt text
Economy
Ford workers told their CEO 'none of the young people want to work here.' So Jim Farley took a page out of the founder's playbook
By Sasha RogelbergNovember 28, 2025
6 days ago
placeholder alt text
Success
‘Godfather of AI’ says Bill Gates and Elon Musk are right about the future of work—but he predicts mass unemployment is on its way
By Preston ForeDecember 4, 2025
6 hours ago
placeholder alt text
North America
Anonymous $50 million donation helps cover the next 50 years of tuition for medical lab science students at University of Washington
By The Associated PressDecember 2, 2025
2 days ago
placeholder alt text
Economy
Scott Bessent calls the Giving Pledge well-intentioned but ‘very amorphous,’ growing from ‘a panic among the billionaire class’
By Nick LichtenbergDecember 3, 2025
1 day ago
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Leadership
  • Success
  • Tech
  • Asia
  • Europe
  • Environment
  • Fortune Crypto
  • Health
  • Retail
  • Lifestyle
  • Politics
  • Newsletters
  • Magazine
  • Features
  • Commentary
  • Mpw
  • CEO Initiative
  • Conferences
  • Personal Finance
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map

© 2025 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.