Musings on Naked Puts in Retirement Accounts (Part 5)

I’ve been going through my “drafts” folder this year trying to finish partially-written blog posts and get more organized. The four-part mini-series ending with this post was an excellent discussion about naked puts (NP) versus vertical spreads with regard to leverage and volatility of returns. As I have said before [and I especially mean it this time], in the longshot case that someone out there could possibly benefit, what follows is Part 5 from August 4, 2017.

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If I were paying someone to manage my money, then I would rather less of my capital be traded with a high degree of leverage. This is synthetically equivalent to more capital being traded with much of it in cash except I would not be paying a management fee on idle cash. [1]

One future direction for research is how standard deviation of returns and max drawdown compare to NPs from a gross dollar perspective if I lever up with vertical spreads. Given that employment of leverage will significantly decrease notional risk, what would be the comparable position size?

I suspect research cannot answer the question of proper position size to use because we never know when/if that large market crash will occur and the number of historical occurrences of said “large market crashes” is too small (see third paragraph here) for future indication.

Spreads are also harder to trade than single options so I might lose something additional to transaction fees. If I were just counting on the long option to protect from catastrophic loss, though, then that really doesn’t matter and the only question would be when to close it, which I briefly discussed in the fifth paragraph here.

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I no longer agree with [1] for a couple reasons.

Most investment advisors (IA) would not trade retail accounts with a high degree of leverage. First, it is risky and not suitable for most investors. Second, for this reason most IAs probably know very little about trading with a high degree of leverage especially with regard to futures and options. Sticking with more conventional, existing products, leveraged ETFs exist but are only recommended in narrow circumstances. Again, I’m guessing it would be difficult to find IAs with expertise in this area.

Finally, trading in a leveraged manner may require cash to be left in the brokerage account unless one plans to actually take out a margin loan and pay margin interest. The one thing I know for certain in this scenario is that headwinds are against me. For this reason, I cannot recommend it.