The study investigates how complacency and automation bias effects in interaction with automated aids are moderated by system experience. Participants performed a supervisory control task supported by an aid for fault identification and management. Groups differed with respect to how long they worked with the aid until eventually an automation failure occurred, and whether this failure was the first or second one the participants were exposed to. Results show that negative experiences, i.e., automation failures, entail stronger effects on subjective trust in automation as well as the level of complacency and automation bias than positive experiences (correct recommendations of the aid). Furthermore, results suggest that commission errors may be due to three different sorts of effects: (1) a withdrawal of attention in terms of incomplete cross-checks of information, (2) an active discounting of contradictory system information, and (3) an inattentive processing of contradictory information analogue to a “looking-but-not-seeing” effect.