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Woman walking next to humanoid robot carrying shopping bags
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one-stop bot shop

Americans still have hang-ups about using AI as a shopping assistant

Could ChatGPT’s new instant checkout help move the needle?

Tom Jones

Chat, is this $30 handmade candle in the shape of a cutesy Highland cow actually worth it? 

Yesterday, Sam Altman’s OpenAI announced that ChatGPT Plus, Pro, and Free users can now buy Etsy products directly through the chat, meaning they won’t have to move to another tab after it tells them exactly which artisanal birthday gift captures the perfect balance of thoughtfulness and thrift while ensuring it can still be delivered in time for their friend’s party in three days. 

Investors in Etsy and Shopify, another platform that will soon benefit from ChatGPT’s new instant checkout feature, cheered the news; some consumers, with various reservations about AI shopping assistants, may still take a little more persuading.

AI shopping assistants chart
Sherwood News

Per a YouGov survey published this summer, American adults have held back from using chatbots to help them shop for a number of reasons, from concerns about not getting the right information to preferring to enlist the help of a real person in the retail process.

Still, putting aside the hang-ups expressed by some potential users, the same polling found that many Americans have already been experimenting with using AI as personal shopping assistants — particularly younger generations. Indeed, 24% of Gen Z respondents said they’d already used the tech on a website, app, or other platform, while a further 20% said they’d be interested in using it going forward, suggesting that the true age of chatbot shopping could be just around the corner.

Whether “it’s the thought that counts” will still hold true if an LLM picked out the gift and even helped you purchase it going forward, however, is another matter entirely.

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Microsoft is reportedly building a super app to tame product sprawl — and finally crack mobile

Super apps are very 2010s, but they might be the future for Microsoft. The enterprise giant is working on combining its sprawling and often confusing product suite into a single super app expected by late summer, Fortune reports.

By unifying the tools, Microsoft is hoping that the massive popularity of some of its offerings — particularly GitHub Copilot — will rub off on its other, slower-growing products.

The tool will merge its coding assistant GitHub Copilot, its chat function Copilot, its Copilot Cowork tool, and a new agentic workflow called Autopilot. The move, known internally as “Delivering one Copilot,” will have the dual purpose of simplifying Microsoft’s fragmented desktop AI offerings and finally helping the office software giant gain a foothold on mobile, where competing tools have dominated.

Microsoft is taking a page from frenemy OpenAI’s playbook. In March, OpenAI announced plans for its own desktop super app to combine ChatGPT, Codex, and its Atlas browser into one central workstation.

The tool will merge its coding assistant GitHub Copilot, its chat function Copilot, its Copilot Cowork tool, and a new agentic workflow called Autopilot. The move, known internally as “Delivering one Copilot,” will have the dual purpose of simplifying Microsoft’s fragmented desktop AI offerings and finally helping the office software giant gain a foothold on mobile, where competing tools have dominated.

Microsoft is taking a page from frenemy OpenAI’s playbook. In March, OpenAI announced plans for its own desktop super app to combine ChatGPT, Codex, and its Atlas browser into one central workstation.

42
Rani Molla

Forty-two is the answer to life, the universe, and everything in Douglas Adams’ classic “The Hitchhiker’s Guide to the Galaxy.” It’s also the number of unsupervised Robotaxis Tesla has on the road in Texas, the only state where it’s operating autonomous service, according to records from a newly required government database in the state.

That’s much lower than CEO Elon Musk had hoped, as the company struggles to ready its camera-only autonomous vehicles for commercial scale. In 2025, Musk said that the service would be available to “half the population of the US by the end of the year.”

Even smaller competition has more: Avride has 317 and Nuro has 47. Meanwhile, Tesla’s chief rival, Alphabet subsidiary Waymo, has 577 in operation in the state. Nationwide, Waymo’s fleet currently numbers more than 3,000.

Unfortunately for Tesla, figuring out how to actually scale its robotaxi fleet remains the ultimate question.

INDIA-TECHNOLOGY-AI-DIPLOMACY

Anthropic raises $65 billion at a $965 billion valuation, releases a more “honest” Claude Opus 4.8

Anthropic’s monster $965 billion valuation puts it firmly ahead of OpenAI’s $850 billion valuation as the rivals head toward expected IPOs later this year.

Jon Keegan5/28/26
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Jon Keegan

Report: Microsoft tries to get back in the AI coding game with new model

Microsoft wants to fight its way back into the AI coding field by releasing a new model next week at its annual Microsoft Build developer conference, The Information reports.

The company is expected to announce a new family of models as Microsoft AI CEO Mustafa Suleyman seeks to shore up the company’s own AI offerings and gradually wean it off OpenAI’s technology over the remainder of their $13 billion partnership.

Microsoft was initially well positioned to meet software developers with AI-enhanced tools. It owns GitHub, the most popular platform for hosting and sharing code, and GitHub’s Copilot AI-powered coding tool was released months before OpenAI’s ChatGPT debuted in 2022.

But it fumbled one of the biggest first-mover advantages in history as Anthropic’s Claude Code, OpenAI’s Codex, and Cursor rolled out coding tools that developers loved.

Microsoft was initially well positioned to meet software developers with AI-enhanced tools. It owns GitHub, the most popular platform for hosting and sharing code, and GitHub’s Copilot AI-powered coding tool was released months before OpenAI’s ChatGPT debuted in 2022.

But it fumbled one of the biggest first-mover advantages in history as Anthropic’s Claude Code, OpenAI’s Codex, and Cursor rolled out coding tools that developers loved.

Ojai outside

Waymo to launch free robotaxi rides in its new Ojai vans

The new vehicles are less expensive — which is important for the service to really scale.

Rani Molla5/28/26

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