We present a novel framework that bridges the gap between the interpretability of decision trees and the advanced reasoning capabilities of large language models (LLMs) to predict startup success. Our approach leverages chain-of-thought prompting to generate detailed reasoning logs, which are subsequently distilled into structured, human-understandable logical rules. The pipeline integrates multiple enhancements - efficient data ingestion, a two-step refinement process, ensemble candidate sampling, simulated reinforcement learning scoring, and persistent memory - to ensure both stable decision-making and transparent output. Experimental evaluations on curated startup datasets demonstrate that our combined pipeline improves precision by 54% from 0.225 to 0.346 and accuracy by 50% from 0.46 to 0.70 compared to a standalone OpenAI o3 model. Notably, our model achieves over 2x the precision of a random classifier (16%). By combining state-of-the-art AI reasoning with explicit rule-based explanations, our method not only augments traditional decision-making processes but also facilitates expert intervention and continuous policy refinement. This work lays the foundation for the implementation of interpretable LLM-powered decision frameworks in high-stakes investment environments and other domains that require transparent and data-driven insights.