Here's my plan. Buy 100 shares of SPY. Sell OTM call (at least $5 out) that expires in 2 days. Worst case scenario, I make $600 in 2 days ($100 premium plus $500 in capital appreciation, but my shares are gone and I miss out on more gains) if the SPY goes up a few percentage points. At that point I can just start over again. Best case scenario, SPY goes sideways and I just collect $100 – $200 every other day in premium. Since I have the intention of just using SPY as a long-term investment (10 year time horizon), how is there much of a downside? Has anyone done this for any amount of time? Possible strategy also includes buying 200 shares, selling a near the money covered call that expires in less than 2 days.
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