Do you sell closer in puts, or further out? I'm wondering if you like the dynamic of going month to month, selling puts each month, or do you go more like 3 months out? (I'm assuming you don't sell really long dated puts).
Honestly? And this is
very definitely not investment advice, because it's based on my personal psychology and personal needs and is almost certainly inappropriate for other people. I've actually done a mishmash, including some really long-dated puts.
I really have been using them as substitutes for CDs, silly though that may sound. So if I know I need a certain amount of cash in April 2018 to pay taxes... back in November I sold some $180 puts dated to Jan 2018, secured by the amount of cash I knew I would need then. (In the crazy unlikely case where Tesla drops below $180 in Jan 2018, I will borrow money to pay the taxes; I have access to substantial unused margin.) Kind of dopey but it works for me. I'm not trying to maximize profit here, I'm trying to minimize the chance of mistakes. I've been expecting a lot of large cash expenditures which keep getting delayed, so I keep selling cash-secured puts out to when I *think* I'll need the money, and then doing it again when it turns out I don't need it for another month.
Research, however, says that the optimal thing to do for making money is to sell 45 days out and close when you've made half your money (which is typically between 15 and 30 days later). So when I bother to try to make more optimal trades, that's roughly what I do.
Now, sometimes (not right now) I'm actually actively trying to get the puts executed as a way of getting a "discount" on the stock. In this case I would typically go shorter-term (the longer term it is, the more likely Tesla will be way higher) and often sell them in-the-money (when this is significantly superior to just buying the stock). I did this with SolarCity before the merger.
It's always better to sell into high implied volatility, though, so I try to do that regardless. I've sold into low IV, though, when I want to put my cash to work and expect that I won't be able to look at the market for a month. Anyway, an awful lot of my strategy is based on "might be completely distracted for long periods", which makes it unsuitable for people who pay attention more consistently.