Recent efforts in smart manufacturing (SM) have proven quite effective at elucidating system behavior using sensing systems, communications, and computational platforms, along with statistical methods to collect and analyze the real-time performance data. However, how do you effectively select where and when to implement these technology solutions within manufacturing operations? Furthermore, how do you account for the human-driven activities in manufacturing when inserting new technologies? Due to a reliance on human problem-solving skills, today’s maintenance operations are largely manual processes without wide-spread automation. The current state-of-the-art maintenance management systems and out-of-the-box solutions do not directly provide necessary synergy between human and technology, and many paradigms ultimately keep the human and digital knowledge systems separate. Decision makers are using one or the other on a case-by-case basis, causing both human and machine to cannibalize each other’s function, leaving both disadvantaged despite ultimately having common goals. A new paradigm can be achieved through a hybridized system approach—where human intelligence is effectively augmented with sensing technology and decision support tools, including analytics, diagnostics, or prognostic tools. While these tools promise more efficient, cost-effective maintenance decisions and improved system productivity, their use is hindered when it is unclear what core organizational or cultural problems they are being implemented to solve. To explicitly frame our discussion about implementation of new technologies in maintenance management around these problems, we adopt well-established error mitigation frameworks from human factors experts—who have promoted human–system integration for decades—to maintenance in manufacturing. Our resulting tiered mitigation strategy guides where and how to insert SM technologies into a human-dominated maintenance management process.