AI Trading: Day 87 - 18 Lessons Learned (January 23, 2026)

#ai #trading #machinelearning #automation

Day 87/90 - Friday, January 23, 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 (5 critical, 8 high priority)

Invalid Option Strikes Causing CALL Legs to Fail

LL-298: Invalid Option Strikes Causing CALL Legs to Fail

Date: January 23, 2026
Severity: CRITICAL
Impact: 4 consecutive days of losses (~$70 total)

Summary
Iron condor CALL legs were not executin

Ll 298 Share Churning Loss

id: LL-298
title: "$22.61 Loss from SPY Share Churning - Crisis Workflow Failure"
date: 2026-01-23
severity: CRITICAL

category: trading

Incident
Lost $22.61 on January 23, 2026 from 49 SPY sha

SOFI Position Held Through Earnings Blackout

SOFI CSP (Feb 6 expiration) was held despite Jan 30 earnings date approaching.

The Four Pillars of Wealth Building



┌─────────────────────────────────────────────────────────────┐
│                    FINANCIAL INDEPENDENCE                    │
│                       $6K/month after tax                    │
├─

### SOFI Loss Realized - Jan 14, 2026

1. SOFI stock + CSP opened Day 74 (Jan 13)

---

## 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.

*[Full Tech Stack Documentation](https://igorganapolsky.github.io/trading/tech-stack/)*

---

*Auto-generated from our AI Trading System's RAG knowledge base.*

Follow our journey: [AI Trading Journey on GitHub](https://github.com/IgorGanapolsky/trading)