2026 is expected to be a pivotal year for AI checkout, as it will be the first full year that shoppers can complete transactions within AI platforms like ChatGPT and Perplexity. In 2025, surveys indicated that between 33% to 83% of respondents used AI for holiday shopping, suggesting a growing comfort with AI shopping. The success of AI checkout will depend on whether consumers feel secure enough to click 'buy' within these platforms.

Brands face several challenges with AI checkout, including limited access to customer data and insights. For instance, when customers check out through platforms like Perplexity, the transaction appears as if it came from a Perplexity employee, making it difficult for brands to understand their customer base. Additionally, many brands are concerned about losing control over customer relationships and the data that comes with direct sales.

Brands are actively working to enhance their visibility in AI results through strategies like generative engine optimization (GEO). This includes creating rich content and optimizing their online presence to rank higher in AI search results. Some brands, like Brooklinen, are also looking to integrate loyalty programs with AI platforms to better understand their customers and foster deeper connections.