Existing agentic approaches for recommendation system optimization remain fundamentally reactive: they adjust parameters in response to observed metric changes but lack the ability to proactively design controlled experiments, personalize strategies at the user-segment level, or accumulate reusable experimental methodology across tasks. We present PILOT (Proactive Insight Learner for Online Tree-Experiments), an LLM-agent framework that organizes three roles within a constrained control loop where deterministic services enforce all safety, statistical, and permission boundaries: (1) an Experiment Manager that drives the full experiment lifecycle -- task intake, observation governance, anomaly recovery, and postmortem -- by selecting only from a rule-generated legal-command envelope; (2) a Search Planner that proposes candidate decision trees for user-segment-level personalization, invoked only when the Manager requests planning; and (3) a Memory Curator that asynchronously distills experiment outcomes into strategy-level domain knowledge and provenance-tracked methodology, failure-isolated from the main loop. The Manager makes the agent proactive, the Planner enables population-level personalization beyond global tuning, and the Curator turns every completed task into a learning opportunity for the next. Deployed on Taobao's platform with 5 experimental buckets, PILOT is compared against ROAM(Reactive Optimization with Agent-driven Moves), a free-exploration agent without lifecycle governance or structured hypothesis testing. PILOT achieves up to +1.40% IPV, +1.60% Core IPV, +0.96% transaction count, and +1.50% transaction amount, improving over ROAM's best results (+1.00% IPV, +0.90% Core IPV, +0.60% transaction count, +1.13% transaction amount) while raising search efficiency from 53.3% to 93.3% (+40 pp), with no human intervention throughout the experimental cycle.