An asset health monitoring system (AHMS) can assign a confidence indicator to some or all the monitored computing asset in a data center, such as computing systems or networking devices. In response to drops in the confidence indicators, the AHMS can automatically initiate testing of computing assets in order to raise confidence that the asset will perform correctly. Further, the AHMS can automatically initiate remediation procedures for computing assets that fail the confidence testing. By automatically triggering testing of assets and/or remediation procedures, the AHMS can increase reliability for the data center by preemptively identifying problems.