Day 93 of 90 | Thursday, January 29, 2026

Answer Block

Answer Block: 0 days remaining in our journey to build a profitable AI trading system.

0 days remaining in our journey to build a profitable AI trading system.

Another day in the 90-day journey to build a profitable AI trading system. Here’s what we learned today.


Important Discoveries

Not emergencies, but insights that will shape how we trade going forward.

Portfolio sync failed - blind trading risk

Cannot verify account state. Error: API Error

Portfolio sync failed - blind trading risk

Cannot verify account state. Error: API Error

Portfolio sync failed - blind trading risk

Cannot verify account state. Error: API Error


Today’s Numbers

What Count
Lessons Learned 3
Critical Issues 0
High Priority 3
Improvements 0

Tech Stack Behind the Lessons

Every lesson we learn is captured, analyzed, and stored by our AI infrastructure:

flowchart LR subgraph Learning["Learning Pipeline"] ERROR["Error/Insight
Detected"] --> CLAUDE["Claude Opus
(Analysis)"] CLAUDE --> RAG["legacy RAG
(Storage)"] RAG --> BLOG["GitHub Pages
(Publishing)"] BLOG --> DEVTO["Dev.to
(Distribution)"] end

How We Learn Autonomously

Component Role in Learning
Claude Opus 4.5 Analyzes errors, extracts insights, determines severity
legacy RAG Stores lessons with 768D embeddings for semantic search
Gemini 2.0 Flash Retrieves relevant past lessons before new trades
OpenRouter (DeepSeek) Cost-effective sentiment analysis and research

Why This Matters

  1. No Lesson Lost: Every insight persists in our RAG corpus
  2. Contextual Recall: Before each trade, we query similar past situations
  3. Continuous Improvement: 200+ lessons shape every decision
  4. Transparent Journey: All learnings published publicly

Full Tech Stack Documentation


The Journey So Far

We’re building an autonomous AI trading system that learns from every mistake. This isn’t about getting rich quick - it’s about building a system that can consistently generate income through disciplined options trading.

Our approach:

  • Paper trade for 90 days to validate the strategy
  • Document every lesson, every failure, every win
  • Use AI (Claude) as CTO to automate and improve
  • Follow Phil Town’s Rule #1: Don’t lose money

Want to follow along? Check out the full project on GitHub.


Day 93/90 complete. 0 to go.