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By shifting e-commerce to partner apps, OpenAI offers a more attractive proposition to large retailers. These partners can maintain control over their ad businesses and, crucially, own the valuable 'who bought what' transaction data, rather than ceding it to OpenAI's platform.

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OpenAI is pivoting from a universal, in-chat "instant checkout" to a model where purchases occur within specific partner apps like Instacart. This signals a strategic retreat from owning the entire transaction and a move toward fostering a platform and app ecosystem.

By integrating shopping into ChatGPT, OpenAI can become a massive e-commerce engine. With a potential take rate of 15-30%, similar to Amazon or Meta, capturing just 20% of the $1.2T U.S. e-commerce market would generate tens of billions in new, high-margin revenue.

The Instant Checkout feature is a strategic tool designed to collect valuable first-party conversion data. This data is essential for building and tuning a future performance-based ad platform. The feature's primary purpose is data acquisition, not direct e-commerce revenue.

Amazon's potential commerce partnership with OpenAI is fraught with risk. Allowing ChatGPT to become the starting point for product searches threatens Amazon's highly profitable on-site advertising revenue, even if Amazon gains referral traffic. It's a classic battle to avoid being aggregated by another platform.

OpenAI's 'instant checkout' failed to gain traction as users preferred browsing over buying directly in-chat. The feature also demanded intensive, hands-on support for a very small number of merchants, making it unscalable and leading to the strategic shift to an app-based model.

OpenAI's partnership with Stripe to enable in-app purchases transforms ChatGPT from an information tool into a transactional platform. This creates a frictionless sales channel for e-commerce brands, directly challenging Google's established search-to-purchase business model.

OpenAI is more public and aggressive with its shopping features (partnering with Shopify, DoorDash) than its ad strategy. By first attracting thousands of merchants to its e-commerce waitlist, it's establishing a foundational transaction layer. This de-risks its future ad platform by ensuring a ready base of paying customers.

Unlike tech giants who control their own ad stacks, OpenAI is initially relying on third-party technology from The Trade Desk. This choice sacrifices some control and margin but allows for much faster scaling and revenue generation by leveraging existing advertiser relationships and infrastructure.

OpenAI plans to demand revenue shares from drugs developed using its AI and a cut of e-commerce transactions. This transforms its business model from a simple per-token utility into a complex, risk-involved partner in multiple industries, akin to a venture firm.

While a commerce partnership with OpenAI seems logical, Amazon is hesitant. They recognize that if consumers start product searches on ChatGPT, it could disintermediate Amazon's on-site search, cannibalizing their high-margin advertising revenue and ceding aggregator power.