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September 1, 2022

Several of the short calls in our poor man’s covered call positions have little to no value due to the sharp decline that began in earnest last Friday. As a result, I want to buy back several of our short call positions and sell more premium while volatility is high. I’m going to start with SPY, but expect to see more alerts before we close out the week.

Several of the short calls in our poor man’s covered call positions have little to no value due to the sharp decline that began in earnest last Friday. As a result, I want to buy back several of our short call positions and sell more premium while volatility is high. I’m going to start with SPY, but expect to see more alerts before we close out the week.

YALE ENDOWMENT PORTFOLIO

SPDR S&P 500 ETF (SPY)

We currently own the SPY January 19, 2024, 290 call LEAPS contract at $117. You must own LEAPS in order to use this strategy.

If you wish to enter the position and are uncertain about which LEAPS to purchase, please refer to the reports section of your subscriber page or our latest subscriber-exclusive webinar in which I go through the process, step by step, of entering a new position of an already established position. Based on our approach, the LEAPS contract that works best is the one with a current delta of 0.80: the January 19, 2024 300 calls. We typically initiate a LEAPS position, with a delta of roughly 0.80, that has roughly 18 to 24 months left until expiration.

Here is the trade:

Buy to close SPY September 16, 2022, 426 call for roughly $0.15 (adjust accordingly, prices may vary from time of alert)

COI_F_090122_SPY_close

Once that occurs (or if you are new to the position and already own LEAPS):

Sell to open SPY October 21, 2022, 410 call for roughly $5.29 (adjust accordingly, prices may vary from time of alert)

COI_F_090122_SPY_open

Premium received: 4.5%

Once the initial LEAPS purchase occurs, we maintain the position and focus on selling near-term call premium against our LEAPS, lowering the original cost basis of $117 (or the price at which you purchased your LEAPS) with each and every transaction.

We can continue to sell calls against our LEAPS contract every month or so to lower the total capital outlay. But remember, options have a limited life, so when we get closer to the LEAPS contract’s expiration, we will simply sell the contract and use the proceeds to continue our poor man’s covered call strategy in SPY.