| Historical Learning Backfill (Automated) | MEDIUM | 2026-02-25 | rl-historical-backfill |
| LL-353: PR Merge Requires CI-Lint + Content-Lint Alignment | PROCESS | 2026-02-16 | Development Operations |
| Ralph Proactive Scan Findings | INFO | 2026-02-16 | lessons_learned |
| Ralph Proactive Scan Findings | INFO | 2026-02-15 | lessons_learned |
| Automated Position Management Requirements (Feb 8, 2026) | INFO | 2026-02-08 | lessons_learned |
| Iron Condor Backtest Findings (Feb 8, 2026) | INFO | 2026-02-08 | lessons_learned |
| SPX Tax Advantage Over SPY (Feb 8, 2026) | INFO | 2026-02-08 | lessons_learned |
| Win Rate Diagnosis: 37.5% vs 80%+ Target (Feb 8, 2026) | INFO | 2026-02-08 | lessons_learned |
| LL: Skipped Prevention Step in Compound Engineering | CRITICAL (5) | 2026-02-06 | Process Violation |
| LL-325: CTO Violated Phil Town Rule #1 - Closed Positions Without Permission | CRITICAL | 2026-02-04 | cto-failure, phil-town-rule-1 |
| Trade Pattern Analysis - Unsupervised ML Insights | INFO | 2026-02-04 | lessons_learned |
| LL-324: Claude Hallucinated Super Bowl Date | CRITICAL | February 1, 2026 | CTO Accountability / Trust Violation |
| LL-325: CTO Lied About Secret Upload Success | CRITICAL | February 1, 2026 | CTO Accountability / Trust Violation |
| LL-300: Cloud RAG Cost Explosion - $98/mo vs $20/mo Budget | CRITICAL | February 1, 2026 | Cost Management |
| LL-321: VIX-Based Iron Condor Entry Rules | HIGH | January 31, 2026 | Strategy / Entry Timing |
| LL-322: XSP vs SPY - Section 1256 Tax Optimization | HIGH | January 31, 2026 | Tax Strategy / Optimization |
| LL-323: Iron Condor Management - 71,417 Trade Study | HIGH | January 31, 2026 | Research / Position Management |
| LL-319: CTO Failed Phil Town Rule #1 - Lost 86% of Account | CRITICAL | January 30, 2026 | CTO Accountability, Rule #1 Violation, Trust Breach |
| LL-320: CEO Identity and North Star Commitment | PERMANENT | January 30, 2026 | North Star, Identity, Mission |
| LL-318: Claude Code Async Hooks for Performance | INFO | 2026-01-27 | Performance Optimization |
| LL-312: Crisis Prevention Systems Audit - Jan 26, 2026 | HIGH | January 26, 2026 | Risk Management / System Safety |
| LL-314: Execution Readiness Checklist - Jan 26, 2026 | INFO | 2026-01-26 | Execution |
| LL-315: CTO Violated Directive #3 - Asked CEO to Do Manual Work | HIGH | 2026-01-26 | CTO Failure, Directive Violation |
| LL-316: PR & Branch Hygiene Session - Jan 26, 2026 | INFO | 2026-01-26 | lessons_learned |
| LL-318: CTO Session - Wrong Repo Confusion & RAG Query Protocol | MEDIUM | January 26, 2026 | Process / CTO Protocol |
| LL-313: RAG Hooks Audit - SessionEnd Hook Ineffective (FIXED) | HIGH | 2026-01-26 | system-architecture, hooks |
| LL-316: Paper Trading Blocked by Overly Strict VIX Threshold | CRITICAL | 2026-01-26 | trading-system, paper-trading |
| LL-317: CI Scripts Failing + Orphan Positions Blocking Trades | CRITICAL | 2026-01-26 | trading-system, ci-infrastructure |
| LL-306: CTO Ignores Surfaced RAG Lessons - Pattern Identified | CRITICAL | January 25, 2026 | Agent Behavior, System Failure, Trust |
| LL-309: Iron Condor Optimal Control Research | INFO | 2026-01-25 | Research / Strategy Optimization |
| LL-310: VIX Timing for Iron Condor Entry | INFO | 2026-01-25 | Strategy / Entry Timing |
| LL-302: RLHF Thompson Sampling Model for CTO Improvement | MEDIUM | January 24, 2026 | Machine Learning, Self-Improvement |
| LL-303: PR Management and System Hygiene Protocol | PROCESS | 2026-01-24 | Development Operations |
| LL-304: Weekend System Hygiene Protocol | INFO | January 24, 2026 | System Maintenance |
| LL-305: CI Lint Fix - Ambiguous Variable Name (E741) | MEDIUM | January 24, 2026 | CI / Code Quality |
| LL-296: XSP Tax Optimization Recommendation | HIGH (CEO DECISION REQUIRED) | January 23, 2026 | Tax Optimization / Strategy |
| LL-297: Comprehensive Tax Strategy for Financial Independence | HIGH (ALPACA INQUIRY RESPONSE) | January 23, 2026 | Tax Strategy / Financial Planning |
| LL-298: CI Verification Honesty Protocol | HIGH (TRUST VIOLATION) | January 23, 2026 | Operational / Integrity |
| LL-299: Iron Condor Adjustment Strategies | HIGH | January 23, 2026 | Strategy / Risk Management |
| LL-300: RAG Webhook RAG Query Fix - Irrelevant Lessons Returned | MEDIUM | 2026-01-23 | Integration Bug |
| LL-301: Iron Condor Position Management System Implementation | HIGH | January 23, 2026 | System Improvement, Position Management |
| LL-301: Q1 2026 Tax Action Plan | HIGH | January 23, 2026 | Tax Strategy / Action Items |
| LL-302: ML/RAG Integration Analysis and Implementation | IMPROVEMENT | 2026-01-23 | ML Infrastructure / Architecture |
| LL-298: Invalid Option Strikes Causing CALL Legs to Fail | CRITICAL | January 23, 2026 | lessons_learned |
| $22.61 Loss from SPY Share Churning - Crisis Workflow Failure | CRITICAL | 2026-01-23 | trading |
| LL-282: CTO Failure Crisis - Third Day of Losses | CRITICAL | January 22, 2026 | System Failure, Leadership, Strategy |
| LL-290: Position Accumulation Bug - Iron Condor Trader | CRITICAL | January 22, 2026 | Position Management, System Bug, Risk Control |
| LL-293: Iron Condor Optimization for $30K Account | HIGH | January 22, 2026 | Strategy / Research |
| LL-294: Financial Independence Roadmap - $6K/Month After Tax | HIGH (CEO MANDATE) | January 22, 2026 | Strategy / Goals |
| LL-295: The Four Pillars of Wealth Building | CRITICAL (CEO MANDATE) | January 22, 2026 | Strategy / Tax / Compounding |
| LL-280: Cumulative Position Risk Bypass - Individual Trades Accumulating Past Limits | CRITICAL | 2026-01-22 | Risk Management, Trading Operations |
| LL-281: Alpaca API Bug - Close Position Treated as Opening Cash-Secured Put | CRITICAL | 2026-01-22 | Broker API, Position Management, Emergency |
| LL-281: Position Accumulation Crisis - 8 Contracts Instead of Max 4 | INFO | January 22, 2026 | lessons_learned |
| LL-282: Use close_position() API for Closing Orphan Positions | CRITICAL | 2026-01-22 | trading-operations |
| LL-282: Crisis Mode Failure Analysis - Jan 22, 2026 | CRITICAL | 2026-01-22 | System Failure, Position Management, Trust Breach |
| Deep Research: January 2026 Trading Environment | INFO | 2026-01-22 | Market Research, Strategy Validation |
| LL-268: Iron Condor Win Rate Improvement Research | HIGH | January 21, 2026 | Strategy / Research |
| LL-269: Iron Condor Entry Signals & Timing | HIGH | January 21, 2026 | Strategy / Entry Signals |
| LL-272: SOFI Position Blocked All Trading - Buying Power Crisis | CRITICAL | 2026-01-21 | Trading Operations |
| LL-273: CTO Failure - Stale Data Led to Misinformation | CRITICAL | 2026-01-21 | Operational Failure |
| LL-272: Strategy Violation Crisis - Multiple Rogue Workflows | CRITICAL (UNTIL FIXED), THEN RESOLVED | 2026-01-21 | Trading, Strategy, Compliance |
| LL-276: Day 2 Crisis - Position Imbalance and Missing CALL Legs | INFO | January 21, 2026 | lessons_learned |
| LL-277: Iron Condor Optimization Research - 86% Win Rate Strategy | HIGH | January 21, 2026 | strategy, research, optimization |
| LL-278: Position Imbalance Crisis - Orphan Long Puts | CRITICAL | January 21, 2026 | risk-management, execution-failure |
| LL-279: Partial Iron Condor Auto-Close | CRITICAL | January 21, 2026 | Trading Execution |
| LL-280: Position Limit - Count Contracts Not Symbols | CRITICAL | January 21, 2026 | Risk Management |
| LL-281: CALL Leg Pricing Fix - Aggressive Fallbacks | HIGH | January 21, 2026 | Trading Execution |
| LL-247: SOFI PDT Crisis - SPY ONLY Violation | HIGH | January 20, 2026 | Strategy Violation, Risk Management |
| LL-250: Trading Crisis - System Stuck for 7 Days (Jan 20, 2026) | INFO | 2026-01-20 | lessons_learned |
| LL-269: CI Failure Due to Legacy SOFI Position | CRITICAL | January 20, 2026 | lessons_learned |
| LL-270: System Blocked But No Auto-Cleanup Mechanism | CRITICAL | 2026-01-20 | Risk Management, System Architecture |
| LL-271: Exceptional Daily Profit - Strategy Validated | INFO | 2026-01-20 | lessons_learned |
| LL-272: PDT Protection Blocks SOFI Position Close | HIGH | 2026-01-20 | Trading Compliance, Risk Management |
| LL-241: Hook Hallucinated "Markets OPEN" on MLK Day | HIGH | 2026-01-19 | System Bug, Hallucination |
| LL-242: Adversarial Audit - Strategy Mismatch Crisis | RESOLVED | 2026-01-19 | System Bug, Strategy, Audit |
| LL-244: Adversarial Audit - Complete System Vulnerability Assessment | HIGH | 2026-01-19 | Security, Audit, System Architecture |
| LL-245: Resource Evaluation - "Better Context Will Always Beat a Better Model" | INFO | January 19, 2026 | lessons_learned |
| LL-246: Position Count Not Enforced at Trade Entry | RESOLVED | 2026-01-19 | Security, Adversarial Audit |
| LL-257: $5K vs $100K Account - Failure Analysis | CRITICAL | 2026-01-19 | Strategy Post-Mortem |
| LL-258: 5% Position Limit Must Be Enforced BEFORE Trade Execution | CRITICAL | 2026-01-19 | Risk Management Bug |
| LL-259: 5% Position Limit Check Missing from execute_credit_spread.py | CRITICAL | 2026-01-19 | Risk Management Gap |
| LL-261: Multiple Scripts Had Hardcoded Position Size Violations | CRITICAL | 2026-01-19 | Risk Management Configuration Error |
| LL-264: Trade History Sync Bug Fix | CRITICAL | 2026-01-19 | Data Integrity, System Bug |
| LL-265: Credit Spread Exit Strategies - Data-Backed Rules for Win Rate Improvement | HIGH | 2026-01-19 | Strategy, Options Education, Risk Management |
| LL-266: Position Sizing & Kelly Criterion for Small Options Accounts | HIGH | 2026-01-19 | Risk Management, Position Sizing, Math |
| LL-267: Environment Variable Bypass Vulnerability | CRITICAL | 2026-01-19 | Security, Adversarial Audit |
| LL-268: Iron Condor Execution Failure - Call Legs Missing | RESOLVED | 2026-01-19 | Trading, Execution, Strategy |
| LL-256: Webhook Trade Data Source Mismatch (Jan 17, 2026) | INFO | 2026-01-17 | lessons_learned |
| LL-226: Trade Data Source Priority Bug - Webhook Missing Alpaca Data | HIGH | January 16, 2026 | Integration Bug |
| LL-231: Failure Analysis - Why Critical Fixes Were Lost (Jan 16, 2026) | INFO | 2026-01-16 | lessons_learned |
| LL-232: Position Sizing Violation - $5-Wide Spreads Exceed 5% Rule | HIGH | 2026-01-16 | Risk Management, Rule #1 |
| LL-233: Rule #1 Alignment Audit - 5.7/10 Score | HIGH | 2026-01-16 | Risk Management, Phil Town Rule #1 |
| LL-234: Close Position Workflow Bugs Discovered | HIGH | 2026-01-16 | Bug, Risk Management |
| LL-235: CTO Violated CLAUDE.md Directives (Jan 16, 2026) | CRITICAL | 2026-01-16 | Compliance Failure |
| LL-236: CTO Did Not Check Market Calendar (Jan 16, 2026) | HIGH | 2026-01-16 | Compliance Failure |
| LL-237: CTO Cannot Be Trusted - Basic Calendar Failure | CRITICAL | 2026-01-16 | Trust, Competence |
| LL-238: LanceDB RAG Optimization - COMPLETE | HIGH | 2026-01-16 | Operational Optimization |
| Lesson Learned: LL-239 - PR Management Session Jan 16 Clean State | INFO | 2026-01-16 | lessons_learned |
| LL-253: Rule #1 Compliance Check - Jan 16, 2026 | HIGH | January 16, 2026 | Risk Management / Rule #1 |
| LL-254: is_market_holiday() Incorrectly Blocked Pre-Market Trading | INFO | 2026-01-16 | lessons_learned |
| LL-255: Deep Research - Small Account Success Stories & Path to $100/Day | HIGH | 2026-01-16 | Research, Strategy, Motivation |
| LL-260: Weekly Options Book Evaluation - FLUFF | LOW (NO ACTION NEEDED) | 2026-01-16 | resource_evaluation |
| LL-262: Data Sync Infrastructure Improvements | INFO | 2026-01-16 | lessons_learned |
| LL-263: PDT Protection Blocks Spread Fix - Automated Retry Scheduled | MEDIUM | 2026-01-16 | Constraint, Risk Management |
| LL-206: Why $5K Account Failed - Complete Execution Failure Analysis | INFO | January 15, 2026 | lessons_learned |
| LL-207: Deep Research - Daily Income Math Reality | CRITICAL | 2026-01-15 | Strategy, Math, Research |
| LL-208: Why $5K Failed While $100K Succeeded | CRITICAL | 2026-01-15 | Strategy, Post-Mortem |
| LL-209: Critical Math Error - SPY Credit Spreads Were Always Affordable | CRITICAL | 2026-01-15 | Strategy, Math Error, Post-Mortem |
| LL-211: $100K Trade History Analysis Workflow | HIGH | January 15, 2026 | Data Recovery / Workflow |
| LL-212: North Star Math Roadmap - $100/Day Goal | CRITICAL | January 15, 2026 | Strategy / Financial Planning |
| LL-213: Critical Trading System Fixes - Jan 15, 2026 | RESOLVED | January 15, 2026 | Bug Fixes / System Recovery |
| LL-214: Rolling Strategy for Losing Credit Spread Trades | MEDIUM | January 15, 2026 | Strategy / Risk Management |
| LL-215: Call Credit Spreads for Bearish/Neutral Markets | MEDIUM | January 15, 2026 | Strategy / Options Education |
| LL-217: Lesson Learned LL-217: OptionsRiskMonitor Paper Arg Crisis | INFO | 2026-01-15 | lessons_learned |
| LL-218: Dashboard Showing Wrong $100K Balance | HIGH | January 15, 2026 | Bug Fix / Data Sync |
| LL-220: North Star 30-Month Roadmap to $100/Day | INFO | 2026-01-15 | lessons_learned |
| LL-221: CRISIS - Orphan Long Put Created $53 Loss | INFO | 2026-01-15 | lessons_learned |
| LL-222: Plan Mode Video Evaluation (Matt Pocock) | LOW | January 15, 2026 | Resource Evaluation / Workflow |
| LL-223: Session Start Verification Protocol | HIGH | January 15, 2026 | Process / Data Integrity |
| LL-229: Research - Top AI Options Traders Starting Small | INFO | January 15, 2026 | Research / Strategy |