A self-checkout monitoring system including self-checkout terminals, a site controller, and point-of-sale devices, is provided. A self-checkout terminal receives a transaction event, generates a transaction status update based on this transaction event, and transmits the transaction status up-date to a site controller, which routes the transaction status update to a point-of-sale device. The point-of-sale device generates a transaction status icon based on the transaction status update and displays a self-checkout monitoring panel with a status tile displaying the status icon corresponding to the transaction status update most recently received from the self-checkout terminal. The cashier selects the self-checkout terminal by entering a self-checkout terminal selection input causing the point-of-sale device to display transaction control commands. The cashier chooses a transaction control command to apply to the self-checkout terminal. The transaction control command is then transmitted, via the site controller, to the self-checkout terminal to configure the self-checkout terminal accordingly.