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Tackle Today: What Sinatra taught me about investments 🎶

October 2, 2018

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[Portrait of Frank Sinatra, Liederkrantz Hall, New York, N.Y., ca. 1947] (LOC)
Gottlieb, William P., 1917-, photographer.

≈ I’ve got you under my skin. Where does it hurt you, baby? ≈

Once we reach a certain level of mastery of the trading craft, we feel like we are (finally) settled down. Symbolically, the osmosis is done and knowledge doesn’t need to pass through a semipermeable membrane into our brains anymore.

We couldn’t be more wrong.

Sinatra, yes, The Old Blue Eyes himself, took lessons with John Quinlan, a vocal teacher. His voice tone and diction were perfect, we all know that, but behind that perfection, he accumulated countless hours of practice. From simple words like “brother” to the letter “D”, Quinlan taught Sinatra how to sharpen his diction, removing any regional accent. Voice is an instrument, after all.

On “Tips On Popular Singing” written by Sinatra and Quinlan, there is this interesting excerpt we’d like to share with you:

“[…] Quinlan began by training Sinatra’s body from feet to pelvis to neck to temples, remolding it as a reservoir for polished tone. His breath was inflated to accommodate long, smooth notes with constancy. The mouth that, in speech, wrenched itself into Joisey knots was reprogrammed into masks of widened, relaxed singing positions.”

Knowledge and practice, when plotted on a chart, assume a V-shape formation. The beginning of the shape represents our skills and knowledge today. As we move forward, the letter widens, representing the amplitude of what there is still to be learned and mastered.


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Pull up a chart of SPY, QQQ, or IWM and survey the behavior in September. You’ll discover it was a premium seller’s paradise. Low volatility? Check! The SPY traded in a range of $6.87 which translates into 2.37%. If you can’t make money as an options seller in that environment then something is wrong with your process. As for implied volatility, we saw not a whimper.

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