In a previous post, I wrote about selling 3 cash secured puts on IBIT and using the premium to buy more well, that happened when IBIT was at $66 USD, crazy, how it dropped to around the $30 area I bought it pretty far out about 9 months (for the one expiring March 2026) and 12 months out (expiring in June 2026).
For the March 2026 cash secured put, I set the strike price at $49 and I had to buy 100 shares at $49 when it was trading at around $40 so I am still in the red since the current price at the moment is also around $40. I have 2 more upcoming expiring on 18 June 2026 with strike price of $40 and $45, not too sure if they will be exercised but I do have the funds and don't mind adding on.
It has been volatile so I cannot guarantee if they will be exercised of course, I don't wish to buy them at a higher price than the market rate so hoping that Bitcoin stage a recovery and stays above the strike price or at least pretty close so that I don't lose too much. But in the long term, I believe Bitcoin is going up and no harm in adding more positions.
In the meantime, I received a low 5 figure sum recently and started selling some cash secured puts with them since it can allow me to choose a strike price lower than the market price but with the volatility, it can mean that it goes lower than expected. In terms of the broader market, I think sticking with my DCA-ing of index funds have been good, with 50% of my portfolio in broad index funds (namely QQQ and CSPX), the crazy news hasn't brought it down as much as crypto or Tesla.
Thoughts on cash secured puts
When I first sold this 3 puts, I didn't think that they would have a chance to be exercised but I think that definitely after doing CSP for some time, you learn. I sold them pretty far out and thought bitcoin would be well above $100,000 by now but well, we are far from that.
I now usually sell CSP on monthly basis with 28 days to 30 days expiration dates. I tend to sell them on red days and definitely on shares that I don't mind getting if it ever hits the strike price. It is fun seeing the premiums coming in but I need to restrain myself from getting too greedy eg to sell without holding the necessary cash to cover.
Overall, I am slowly learning and not overstretching myself so hoping to see where it brings me for this year and if I will still be continuing to sell puts after 2026. I use about 8% of my total portfolio to do this CSP system as I want to still be invested in the market. As the portfolio grows, it might also mean that this cash set aside might grow but nothing is fixed in stone.Happy to generate some income on the side in this sideway/volatile market but in a bull market, it will definitely be better to be invested so it depends.

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