I still largely believe that Graham would classify purchasing calls and puts as "speculation" but he did have room for "rational speculation" (or something along those lines.) I think options can be under/overvalued but that begs the question about what the value of an option was.
Cornwall capital was partly relying on the fact that Black Scholes assumes that volatility follows a random walk and is, therefore, normally distributed. Normal distributions understate tail events. Anything beyond 5 standard deviation events should not occur (odds of about 1 in 1.7million). Yet simply looking at daily returns of the DOW one can find many events that are well beyond 5 SD (the standard deviation for the Dow is about 1%. So any move greater than 5% is not supposed to happen if volatility was normallydistributed.)
As far as I'm aware, the only thing in finance that actually does follow a normal distribution are some of the lousy models that the finance academics come up with.
But I think option players have adjusted to an extent for this deficiency. I'm just not sure if the adjustment is sufficiently appropriate. Post Oct 1987, there has been a Volatility Smile observed.
I did find where Klarman claimed to have bought far out of the money puts on interest rates (see here). He called it "insurance". I think that's a misnomer. Put options can be insurance if you're buying puts on something you own. Apart from that, they aren't insurance and it isn't really a hedge. It's speculating. But if the price he paid understates the probabilities of the event, that may be "rational speculation".
Hypothetically, if there is a 1:10 chance of Greece defaulting, but an
option is priced to reflect a 1:4 chance, is that a value play by taking
that risk on the arbitrage? At what price does the price justify the
risk?
Here's where that whole "uncertainty" issue comes into play. You can ascribe probabilties to an event. But that's what I like to call the "number out of my ass" trick. And for reasons unknown to me, they always smell funny.
To give a recent example of mine, I purchased put options on HRBN. The fraud thesis is pretty solid. The open question was whether or not a proposed buyout would actually occur. As of now, the stock was delisted today. So far no one has received money yet so there is some possibility I could profit but it looks as though my puts will expire worthless.
What was the probability that a fraudulent company could get funding from the Chinese Development Bank in order to buy out the company? I have no idea. But considering I could have made out about 400% return on the price of the puts, I made the bet.
Was the bet undervalued? I have no idea. Were the odds appropriate? I have no idea. That's the uncertainty of it all. But I still acknowledge it was a speculative bet and I don't consider this to be "insurance" in any sense.