Day 85/90 - Wednesday, January 21, 2026
Today was a wake-up call. Two critical issues surfaced that could have derailed our entire trading operation. Here's what went wrong and how we're fixing it.
18 lessons learned today (6 critical, 5 high priority)
SOFI Position Blocked All Trading - Buying Power Crisis
- SOFI260213P00032000 (short put) was open with -$685 market value
Strategy Violation Crisis - Multiple Rogue Workflows
On Jan 21, 2026, the trading system LOST $70.13 due to executing trades that VIOLATE CLAUDE.md strategy mandate. The system bought SPY SHARES and SOFI OPTIONS when it should ONLY execute iron condors
Position Imbalance Crisis - Orphan Long Puts
Portfolio lost $329.42 (-6.59%) due to position imbalance:
SOFI Position Held Through Earnings Blackout
SOFI CSP (Feb 6 expiration) was held despite Jan 30 earnings date approaching.
CTO Failure - Stale Data Led to Misinformation
CTO (Claude) gave CEO incorrect P/L information multiple times:
Tech Stack Behind the Scenes
Our AI trading system uses:
- Claude Opus 4.5 - Primary reasoning engine for trade decisions
- OpenRouter - Cost-optimized LLM gateway (DeepSeek, Mistral, Kimi)
- Vertex AI RAG - Cloud semantic search with 768D embeddings
- Gemini 2.0 Flash - Retrieval-augmented generation
- MCP Protocol - Standardized tool integration layer
Every lesson is stored in our RAG corpus, enabling the system to learn from past mistakes and improve continuously.
Auto-generated from our AI Trading System's RAG knowledge base.
Follow our journey: AI Trading Journey on GitHub
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