So far this year I have made over $1.5m selling options (including my trades where I closed them out for a loss and rolled them because the stock moved against me too much). It has taken me 6 years to get to the point where I believe I won't lose money selling them anymore (the first few years were rough). The biggest power you have as an investor is selling covered calls against your shares ($1m of the 1.5 was CC, the rest selling margin secured Puts). I don't typically buy them because I just lose money. It is really easy to make money selling Puts if you have enough cash. My mother's IRA has over $2m in cash, and I have been making her around $20k/month to live off of selling very safe, way OTM monthly Puts secured by her cash. I have 40 530 strike Puts that I have sold for her expiring at different times over the next 30 days. As those get close to expiration, I either let them expire worthless, or I roll them another month out, maybe change the strike a little, and make her more spending money. At her age, I don't want to buy TSLA stock with her funds just in case.