Everyone has their own comfort level with risk. For me, I am not comfortable going all in with 100% with my cash reserves, so I'm allocating a particular pool of cash to use as collateral for selling puts.
Therefore my comparison isn't what that $50k could return buying calls or stock, but rather comparing a 150% return selling puts vs 0.8% that it was getting in a money market last year. Framed that way, it's a good decision for me.
Dang, let me just say that a 150% return selling puts is quite impressive! Somehow I was underestimating the proceeds of that strategy.
And, I definitely don't want to suggest anyone else is "mistaken" -- it's surely true that everyone's situations and decision are unique. I'm more trying to figure out whether the strategies presented here apply to me.
I feel like if I wanted to be conservative, cash-secured puts don't seem that much safer than shares. I assume there are two points to being conservative -- TSLA might crash for some reason and I don't want that to be catastrophic, and also I might have a sudden need for cash for some reason -- unexpected medical bills or disaster striking my primary residence or whatever.
OK, so... let's say I went with cash-secured puts and TSLA suddenly crashed. Then I assume the puts would execute and all that cash would disappear in order to inadvertently buy shares that are now worthless. So I wouldn't have avoided disaster due to a TSLA crash, and I also wouldn't have that cash buffer against sudden need any more.
On the other hand, if I had cash-secured puts and I had a sudden need for cash, I guess I'd have to buy back the puts in order to release the remainder of the cash reserves. I assume that's no quicker or easier than selling regular shares if I had bought shares with the money instead. In either case, I could get caught needing to buy puts/sell shares at a disadvantageous price due to the non-flexible timing, and I am guessing (but am not sure) that either way there could be a delay of a few days for the transaction to clear before the cash is available.
For me, if I felt conservative, I'd buy ARKW or FAANG or something. I know -- more stocks, not really conservative. But at least that money wouldn't be tied up in TSLA, just in case Elon has a heart attack or whatever. But really, I feel like if TSLA plummeted, it's hard to imagine a situation where I couldn't cash out before it lost more than 3/4 of its value... leaving me still ahead of what I put in (thanks to this amazing year of gains).
Though, part of *my* unique situation is that I have a house and a long-running 401K that I can't invest in TSLA in any meaningful way (at least, until such a time as I leave my job and can roll it over to an IRA). So I'm really not risking total loss even by putting all the cash I can scrap together into TSLA.
Finally, I feel like the third reason to be conservative is in case TSLA could be expected to trade sideways for a year or more. In that case, selling puts (or investing in something else) would potentially come out way ahead of TSLA calls or shares. It's just that with all the expected factory/delivery growth over the next couple years, and analysts perpetually underestimating deliveries, I don't see a long period of trading sideways as very likely. (That could always change, though.)