I turned $26K in stock I already owned into $1,328/month in covered call income using AI. Here's the system.
Most retail investors sit on quality stocks and watch them go sideways for months. Meanwhile, the shares they already own could be generating 4-6% monthly income through covered calls.
The problem isn't knowledge — it's execution. Manually screening strikes, calculating position sizes, tracking rolls, timing entries around earnings... it's a part-time job.
So I built a system using Claude + VSCode that does the heavy lifting:
The 5-step workflow:
Screen — AI filters your holdings by delta, IV rank, and earnings proximity to find the best CC candidates right now
Size — Calculate exact position sizes based on your portfolio value and conviction level (using the 80/20 framework)
Execute — Place the trade with a clear exit plan already defined
Manage — When the position moves, the roll decision framework tells you whether to roll up, roll out, or let expire — no emotion involved
Track — Premium journal calculates your annualized return on capital automatically so you know exactly what's working
Real numbers from my $26K portfolio:
30-day premium collected: $1,328
Annualized return on capital: ~61%
Average time per week managing positions: 45 minutes
The foundation course (investor mindset, quality stock selection, allocation framework) is completely free. I gatekeep nothing about the philosophy.
The workspace course ($247) gives you the actual Claude prompts, VSCode setup, and the 6-module system to run it yourself.
If you're sitting on $20K-$100K in quality stocks and you're not selling covered calls against them, you're leaving real money on the table every single month.
⚠️ Educational content only. Not financial advice. Past performance does not guarantee future results. Options trading involves substantial risk including potential loss of principal.
