Blog

Analysis and commentary on the shift to agent-mediated commerce.

April 12, 2026

Target Just Wrote the First Rule of Agentic Commerce. The Consumer Pays.

Target added agentic commerce liability language to their ToS on March 22. When an AI agent buys something wrong on your behalf, that’s on you. Walmart followed. Amazon hasn’t. The legal layer is being written in real time.

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April 10, 2026

The Seller Panic Over Jassy’s Letter Misses the Point Entirely

Andy Jassy’s 2025 shareholder letter doesn’t mention “sellers” once. The Amazon world is panicking. But the letter is wall-to-wall retail — it’s about infrastructure, not tenants.

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April 5, 2026

ChatGPT Just Became a Retail Media Channel. Nobody’s Ready.

ChatGPT ads hit $100M in annualized revenue in seven weeks. The ad tech stack is being built in real time. But the measurement is broken, Perplexity just walked away from ads entirely, and nobody can tell you if it works yet.

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March 30, 2026

Amazon Says Auto Buy Saves Shoppers 20%. That’s Your Margin Walking Out the Door.

Amazon’s Auto Buy lets Rufus monitor prices and purchase automatically when they hit a target. Users save 20% on average. Your promotional strategy is training agents to only buy at your lowest price.

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March 16, 2026

Your Shopping Agent Is Working For Someone Else

Amazon’s Rufus, ChatGPT merchant apps, Google UCP — none of them are your agent. Every AI shopping tool in market right now works for the seller. Here’s what hasn’t been built yet.

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March 10, 2026

Perplexity Just Lost the First Real Legal Fight Over Agentic Commerce

A federal court blocked Perplexity's Comet browser from accessing Amazon accounts. The ruling splits user consent from platform authorization — and that distinction will define how every AI shopping agent operates.

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March 8, 2026

Why OpenAI Couldn't Get Anyone to Buy in ChatGPT

OpenAI pulled native checkout from ChatGPT. Twelve Shopify merchants integrated out of millions. The technology worked fine. The problem is something nobody in AI wants to talk about: habits.

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March 5, 2026

Amazon Wants to Be the Ad Engine Inside Every AI Chatbot

Amazon Publisher Services is exploring tools to power ads inside AI chatbots. The company that blocks AI bots from its marketplace wants to run the ad infrastructure behind those same bots. Here's the Block, Take, Sell framework.

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March 2, 2026

The Amazon Asymmetry Doctrine

Amazon's new Agent Policy demands transparency from every AI tool on its platform. Amazon's own agent plays by different rules. Three moves reveal a deliberate competitive strategy.

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February 23, 2026

Commerce on Every Surface — And Why That's Only Half the Problem

Meta, Reddit, Alibaba, Google, Microsoft — everyone's building a commerce surface. But surfaces are the easy part. The hard part is what's underneath.

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