adiggs
Active Member
This is almost precisely my scenario. Was wondering how I would feel about this worst case scenario. Feeling pretty great doubling down at ~$362.
I just started thinking about this today. I think it's time to have a conversation with my wife (we make these decisions jointly).
I would go WAY out of the money and approach this as more of a dividend style play, with the downside of accidentally acquiring more Tesla shares at a really good price (like selling 300 strikes for $24 for example). I could take on some additional TSLA shares for $276...
Repeat monthly - that would be some really good dividend money (like 8% per month!?!).
For those not clear on selling puts to generate income, the big downside (which I narrowly avoided in '12 / '13) is you're busy collecting premium month to month, but never get assigned. Then the stock price takes off and you don't have any shares. In '12, we got assigned at a 29 strike. In retrospect, I don't know if I'd have continued selling puts until I got assigned, and about 5 months later is when the stock took off and established it's new trading range in the 130-180 range. I could have easily been on the sidelines for that. I learned therefore, that if I really want a position (long shares), then I should seriously think about just buying and getting too cute.
This works well for me because I have about as many shares as I really want. If I did get exercised, I probably start selling nearby OTM calls to turn those exercised puts back into cash (rinse, repeat). The overall trade can still go "badly", in either direction.
In my case, what makes it work is being assigned more shares that I would gladly take, and being paid in the meantime (or forever) not to take them. I won't "miss out" on a big share price rise, because I'm already positioned adequately (for me) for that big price rise.