Building an autonomous AI trading system means things break. Here's what we discovered, fixed, and learned today.
LL-298: Invalid Option Strikes Causing CALL Legs to Fail
The Problem: See full details in lesson ll_298_invalid_strikes_call_legs_fail_jan23
What We Did: - Added round_to_5() function to calculate_strikes() - All strikes now rounded to nearest $5 multiple - Commit: 8b3e411 (PR pending merge) 1. Always round SPY strikes to $5 increments 2. Verify ALL 4 legs fill before considering trade complete 3. Add validation that option symbols exist before submitting orders 4. Log when any leg fails to fill - LL-297: Incomplete iron condor crisis (PUT-only positions) - LL-281: CALL leg pricing fallback iron_condor, options, strikes, call_legs, validati
The Takeaway: Risk reduced and system resilience improved
The Problem: id: LL-298 title: $22.61 Loss from SPY Share Churning - Crisis Workflow Failure date: 2026-01-23
What We Did: severity: CRITICAL category: trading Lost $22.61 on January 23, 2026 from 49 SPY share trades instead of iron condor execution.
The Takeaway: 1. Crisis workflows traded SPY SHARES (not options) 2. Iron condor failed due to:
Code Changes
These commits shipped today (view on GitHub):
| Commit | Description |
|---|---|
| f64bbd14 | chore(ralph): Record proactive scan findings |
| 376a3c7b | chore(ralph): Update workflow health dashboard |
| 05f43ced | docs(ralph): Auto-publish discovery blog post |
| 66e0e83d | docs(ralph): Auto-publish discovery blog post |
| d44782c7 | chore(ralph): CI iteration ✅ |
Why We Share This
Every bug is a lesson. Every fix makes the system stronger. We're building in public because:
- Transparency builds trust - See exactly how an autonomous trading system evolves
- Failures teach more than successes - Our mistakes help others avoid the same pitfalls
- Documentation prevents regression - Writing it down means we won't repeat it
This is part of our journey building an AI-powered iron condor trading system targeting financial independence.
Resources:
- Source Code
- Strategy Guide
- The Silent 74 Days - How we built a system that did nothing
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