A retail information network includes one or more POS scanning and checkout systems, each including (i) a bar code symbol reading subsystem, and (ii) a cash register computer subsystem interfaced with the bar code symbol reading subsystem and a network infrastructure, and each having access to product and price data maintained in a product/price database. The bar code symbol reading subsystem includes a local predictive error event (PEE) data store for logging and storing predictive error events (PEEs) detected within the bar code symbol reading system, wherein said PEEs are subsequently sent to POS information servers used to create predictive error alerts (PEAs) and corresponding instructions to maintain and/or repair certain aspects of the bar code symbol reading system.