Complete Guides
The complete start-to-finish system for generating retirement income with covered calls and cash-secured puts. Start at the top if you're new. Jump to the section you need if you're already selling.
This page is the complete curriculum to master options selling for income - from scratch, in plain language, at your own pace.
Because the most practical income skill an investor approaching retirement can learn is selling options.
Never sold an option before?
Start at the top.
Already selling and want to sharpen your mechanics?
Jump to the section you need.
Why Options Belong in Your Retirement Plan
Explains the case for options as a retirement income tool - how they close the income gap, why institutions use them, and why this approach is more conservative than most investors realize.
The Foundation: Complete Guides to Covered Calls and Cash-Secured Puts
Two complete guides - one for covered calls, one for cash-secured puts - each written as a start-to-finish manual with no prior knowledge required.
Paired with each guide is an in-depth look at strike selection, which is the first decision you make when opening any trade.
Once you’ve worked through these pieces, you’re ready to practice in the paper trading section below - and then move on to in-depth explainers on managing open positions.
From Theory to Practice
You’ve learned the strategies. Now it’s time to practice.
This section includes a 14-day paper trading program, a self-test to know if you’re ready for real money, and the most common mistakes to avoid.
Some readers will feel ready to go live after this.
Others will want to work through the rolling and position management guides first. Either path works.
Open Position Management, Rolling, and Assignment
These guides go deep on every management decision you’ll face - how to roll covered calls and cash-secured puts when they move against you, exactly what to do when you get assigned, and how to evaluate a position that isn’t working.
This is the knowledge that turns a beginner into a consistent options seller.
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