🛍️ PayPal goes all in on AI shopping

Today, we’re looking at PayPal’s latest move to own AI shopping, it’s powering chat-to-checkout inside ChatGPT, no browser required. Also looking at Pinterest’s quiet leap into AI commerce: personalized boards built by algorithms that style your outfits and recommend what to buy. It’s a subtle shift that could redefine Pinterest from a mood board to a full-blown shopping engine.

In today’s post:

• PayPal just moved checkout inside ChatGPT

• Pinterest’s boards just got a lot smarter

• Can we trust AI? Campbell Brown says: not yet

What’s Trending Today

UPGRADE

From chat to checkout: PayPal is here

PayPal is betting big on AI-native commerce. Starting in 2026, you’ll be able to complete purchases directly inside ChatGPT, no browser tabs, no redirects.

Here’s everything you need to know:

• The integration uses OpenAI’s new “Instant Checkout” feature, letting users shop and pay in just a few taps.

• PayPal is adopting the Agentic Commerce Protocol, making it easy for merchants to sell via AI agents.

• No integration needed, PayPal handles routing, payments, and catalog onboarding behind the scenes.

• Merchants in fashion, home, and electronics will be first to appear in ChatGPT’s shopping flow.

• PayPal wallets bring buyer protection and dispute resolution into the AI checkout process.

• Engineers at PayPal are also getting enterprise access to ChatGPT and its coding tools to streamline development.

• This builds on earlier PayPal integrations with Perplexity and Google, showing a clear strategy: become the payments layer for AI commerce.

This isn't just about convenience. It's about where commerce is headed. Search, discovery, and purchase are collapsing into one step and PayPal’s making sure it's there when AI takes the wheel.

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STRATEGY

Pinterest is using AI to style your outfits

Pinterest is testing a wave of new AI features aimed at turning saved Pins into personalized fashion boards and shopping guides. The goal: make Pinterest less of a mood board, more of a style assistant.

Here’s everything you need to know:

• “Styled for you” lets users build outfits from saved fashion Pins using AI.

• Tapping items opens up swipeable, AI-recommended pairings for mix-and-match ideas.

• “Boards made for you” are curated by AI plus editorial input personalized and shoppable.

• These new boards will appear in home feeds and inboxes.

• Pinterest says it's evolving from an idea board into an AI-enabled shopping assistant.

• The rollout starts in the U.S. and Canada, expanding globally in the coming months.

• Interestingly, while boosting AI curation, Pinterest is also labeling and limiting AI-generated images.

Pinterest isn’t just experimenting with AI, it’s reshaping how people discover, style, and shop online. The real innovation isn’t the tech itself, but how seamlessly it blends into what Pinterest already does well: helping people find their taste

RESEARCH

A new startup wants to hold AI accountable

Former Meta news chief Campbell Brown just launched Forum AI, a startup designed to audit AI models for bias, tone, and truth. Backed by $3 million, she’s betting that trust will be the next big AI feature.

Here’s everything you need to know:

• Forum AI uses a network of 500+ vetted experts to evaluate AI model output.

• It tackles sensitive topics like politics, health, and geopolitics in real time.

• The goal: make AI systems more transparent, contextual, and less biased.

• High-profile names like Larry Summers, Fareed Zakaria, and Kevin McCarthy are involved.

• Forum AI partners with institutions like Cleveland Clinic, Stanford, and Atlantic Council.

• Some experts are paid, others take equity, all are listed publicly.

• The startup aims to become the go-to referee for what AI should (or shouldn’t) say.

AI can mimic knowledge, but it can’t replace judgment. Forum AI won’t solve all the problems overnight but it might finally give the public a way to question not just what AI says, but why it says it.

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