I was implementing the usual scheme of mechanically selling options every month, like they all said, to generate monthly premium/income. And was told that was the correct first step for a new option trader: Low risk and lower volatility than holding the underlying.I still don't understand why you're shorting options? Is it the "income", "premium selling", or something else that's attracted you to it?
How do you evaluate when an option is worth being sold versus being bought?
Asking when to go long and for how long is the equivalent of saying "I'm usually long equities but when I should short equities to improve my long equity strategy?"
I did try a different approach: sold only when the underlying was at a technical high (by technical indicators like RSI) but that didn't work too well either because when the underlying was at a local high, the IV was usually low and the premium was not too rich. Buying at a technical low had the opposite effect: high IV so premium was expensive, and local technical low often time get even lower and outcome wasn't good either. I came to the conclusion my counter parties were not stupid and handing me free money.
Still lots to learn.
