5 Options Income Strategies That Actually Work for Conservative Investors

5 Options Income Strategies That Actually Work for Conservative Investors After 40+ years in the markets, I’ve tested every options income strategy you can name. Some work brilliantly. Others sound great on paper but fall apart the moment volatility spikes or a position moves against you. The question I get most often from my students… Continue reading 5 Options Income Strategies That Actually Work for Conservative Investors

Covered Calls vs Dividend Investing: Why I Switched to Selling Premium for Income

Why I Stopped Chasing Dividends — and Started Selling Covered Calls Instead I spent decades in the markets — started at 12, founded a Wall Street software company, retired at 39. I’ve tried every income strategy out there. And for years, I thought dividend investing was the gold standard for building passive income. Then I… Continue reading Covered Calls vs Dividend Investing: Why I Switched to Selling Premium for Income

How to Generate $10,000 a Month with Covered Calls: The Complete Portfolio Blueprint

Learn the exact portfolio math, position sizing, and strategy framework for targeting $10,000 a month in covered call income. Includes a complete 5-position sample portfolio using AAPL, META, AMZN, GLD, and NVDA at current March 2026 prices.