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Explore how human expertise integrates with algorithmic systems in college advising through this 15-minute conference talk examining the critical role of human discretion in algorithm-assisted educational guidance. Discover the complex dynamics between automated recommendation systems and human advisors in higher education settings, analyzing how professional judgment and contextual understanding complement computational tools. Learn about the challenges and opportunities that arise when combining algorithmic efficiency with human insight in student advising processes. Examine real-world applications where human expertise serves as a crucial component in the decision-making loop, ensuring that technological solutions remain grounded in educational best practices and individual student needs. Gain insights into the balance between automation and human oversight in educational technology, particularly focusing on how discretionary judgment enhances rather than competes with algorithmic recommendations in college advising scenarios.