Welcome to another edition of Retail Roundup, your weekly brief helping retail leaders decode the biggest shifts in retail, AI, and commerce. This week, Jeremy Goldman joins Aidan Mittra (OrderGrid), Avani Oswal (Catalyst Ventures), and Brittain Ladd (Independent Advisory) to discuss DoorDash’s deal for Instacart, Anthropic’s IPO filing, and the lawsuit over Dollar General’s checkout prices. After the break, Brenda Higuchi (Exchange Solutions) turns to another cost retailers often overlook: loyalty spend that rewards purchases that would have happened anyway. INSIDE THE EPISODE: Who should own the grocery customer? DoorDash just agreed to buy Instacart for about $17 billion, putting one company between grocers and a huge share of their online shoppers. The bigger question for grocers is whether to keep renting that relationship or build their own. Anthropic’s filing puts AI economics on display Anthropic, the company behind Claude, has filed to go public after reporting $16.3 billion in revenue for the first half of 2026, up from $1.2 billion a year earlier, while its operating loss narrowed to $693 million. For retailers building AI into service, marketing, and operations, the filing offers an early look at whether the platforms they rely on can sustain their spending. Price trust at the register The FTC and 20 states are suing Dollar General, alleging it charged more at checkout than its shelf and ad prices across more than 21,000 stores. The allegations haven’t been proven, and one store check found mismatches in both directions, pointing to execution problems. Either way, a retailer built on affordability depends on shoppers trusting the price on the shelf. After the break: Retailers spend heavily on rewarding customers, yet much of it pays for purchases that would have happened anyway. Brenda Higuchi (Exchange Solutions) explains how AI can identify whose behavior an offer can actually change, and when recognition, access, or no offer at all is the smarter move. Listen above to hear what retailers are really paying for their customers, from delivery apps to loyalty programs.