Block introduces Managerbot, a proactive Square AI agent and the clearest proof point yet for Jack Dorsey’s AI bet

Block announced Managerbot, an AI agent embedded in the Square platform that proactively monitors sellers' businesses.

It identifies emerging problems and proposes actionable solutions without requiring sellers to ask questions.

Managerbot operates across three core domains—inventory forecasting, employee shift scheduling, and automated marketing campaign creation—continuously tracking stock, sales velocity, weather and local events.

It alerts sellers when items are about to run out, helps manage inventory and cash flow, and generates shift scheduling recommendations from forecasted sales data.

Block calls Managerbot the clearest manifestation of Jack Dorsey’s AI bet; Willem Avé describes it as a decisive shift from Square's reactive assistant. The primary interface is not a question box, users can assign tasks, full seller availability is expected in coming months, and Block declined to say if there will be an extra fee.