Presented at: AI Plus Management Consortium 2026 (UCL Management); CFXS 2025 (San Francisco)
We develop a model of mentorship that centers on how mentors reduce uncertainty rather than how they transfer knowledge. Mentors do not merely add information; they filter and reorganize the mentee's decision environment, pruning dominated paths and transmitting heuristics for future evaluation. We formalize two distinct filtering mechanisms and show that they map onto the exploration-exploitation tradeoff at the level of the mentoring interaction. Under internal filtering, the mentor exposes the mentee to varied framings and prompts self-directed reasoning, building the mentee's own capacity to evaluate strategies. Under external filtering, the mentor delivers deterministic, high-confidence guidance, reducing ambiguity directly. We derive conditions under which each mechanism dominates for skill persistence after mentor removal and for mentees differing in initial self-regulatory capacity. We test these predictions in a randomized controlled trial with approximately 90,000 enrolled unemployed job seekers through France Travail, the French national employment agency. Participants in online soft-skills courses — Personal Initiative and Negotiation Skills — are randomly assigned to course content alone, content with an exploratory AI mentor, or content with a directive AI mentor. Both AI mentors share identical self-regulated learning infrastructure — prompting learners through cycles of planning, monitoring, and reflection — and identical course material; they differ only in the filtering mechanism. We cross-randomize across courses to test generalizability. Outcomes span course completion, knowledge retention, entrepreneurial skills, job search, venture creation, employment, income, and wellbeing, measured up to 18 months post-intervention.