Benn Eifert 🥷🏴‍☠️ Profile picture
Sep 20, 2022 19 tweets 3 min read Read on X
ok. as requested.

an option's theta (theoretical rate of decay over time) is not just "income" to an investor holding a short position.

it is compensation for the risk of loss that investor faces from negatively asymmetric exposure to moves in the underlying asset.
Theta Gang and option guru charlatans would have you believe that theta is a form of alpha, or free money for true believers.

but options are convex instruments with asymmetric payoffs - buyers can make a lot more than they are risking to lose, and vice versa.
when you hold a negatively asymmetric position, any large move causes a loss. if the underlying moves in a favorable direction, you benefit less and less from it; if it moves against you, you lose more and more, fast
we can write the value of an option as:

V(x, t, v)

where x is the price of the underlying, t is time, v is implied volatility, and V(.) is a standard option pricing method (eg Black-Scholes or a lattice/trinomial tree)
its change over one unit of time via a second order Taylor expansion as

dV(x, t, v) = dV/dt
+ dV/dx * dx
+ dV/dv * dv
+ 0.5 * d2V/dx^2 * dx^2
+ 0.5 * d2V/dv^2 * dv^2
+ dv2/dvdx * dvdx
= theta
+ delta * dx
+ vega * dv
+ 0.5 * gamma * dx^2
+ 0.5 * volga * dv^2
+ vanna * dx * dv

if you are short this option, you will earn the theta decay over time, but you are paying the piper on the other side: every time the stock moves materially you lose money on gamma
if the option is away from the money, it will have meaningful volga (volatility gamma), and every time implied volatility moves significantly, you lose to that too
it may similarly have vanna (or skew) exposure; your short downside pit position may lose money as a result of spot falling and implied volatility rising, for example
either you are continually locking these losses in via dynamic hedging, or you are just ignoring them and accumulating delta and vega risk in an adverse direction, effectively betting double or nothing that the adverse moves will revert
just selling a naked call and letting it ride is an example of the latter; if the stock spikes, you get short delta; if it falls back again, you feel smart, but if it keeps running, you lose money faster and faster
the market prices these factors at every point in time: gamma is more valuable when volatility is high, because the amount of positive pnl that a long option position earns from gamma is proportional to dx^2
the net pnl stream from selling an option for theta will depend on the magnitude of these countervailing factors. if the market is charging too much for gamma, vanna and volga, then theta on a short position will steadily exceed the realized losses on those exposures
most of the time you should expect a slight risk premium, but only a tiny fraction of overall theta
that fraction may or may not be smaller than your transaction costs in options markets as an individual
also don't forget to consider vol rolldown / rollup... a short OTM put position will usually have theta that far exceeds its realized decay rate, even with no underlying moves, because implied vol goes higher and higher for very short dated crash puts of the same strike
obviously i am hinting at other uses of this taylor expansion here :)
* "pit" is obviously "put" above in "your short downside put position..."
if theta gang people cannot accept arguments, logic and data, perhaps they will accept credentials Image
and "i'll just get assigned, i wanted to buy the stock there anyway" does not get you out of any of this. a naive hold to maturity analysis of a short option position can give rise to sloppy, illogical conclusions. please read Common VRP Discussions, here

qvradvisors.com/research

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More from @bennpeifert

Dec 27, 2025
Let me explain in a little more detail what a martingale strategy is and why it's particularly susceptible to this kind of charlatanism and borderline fraud.

Let's say I have a coin flip bet, 50/50 heads/tails, heads I make $1 and tails I lose $1.
"fair coin" is about right, selling iron condors is a zero expected return trade at mid-market, actually negative expected return if you're crossing bid/ask spread at Captain Condor's size, but let's be generous
Captain Condor's "martingale" strategy is that every time he gets tails, he loses his bet size and doubles his bet size for the next coin flip. Every time he gets heads, he resets to his base sizing, bet $1.
Read 12 tweets
Dec 26, 2025
if your "quantitative model" says to bet the life savings of your investors that that S&P cannot move 30 basis points on one random day with 90,000 iron condors, you have the wrong idea of what a quantitative model is supposed to be
making a spreadsheet that says "this thing barely ever happens five times in a row", and using that to justify some insanely massive risky zero-edge trade after it just happened four times in a row, is batshit fucking crazy
there is ~zero statistical relationship between the incidence of one iron condor paying off today and the next one paying off tomorrow, just like the s&p being up today has ~zero statistical relationship with the s&p being up tomorrow
Read 8 tweets
Nov 2, 2025
Sam Altman is a fascinating new type of person -- someone who is transparently a sociopathic liar and grifter and immensely unlikeable to 99% of humanity, but within Silicon Valley tech bro circles is viewed as incredibly charismatic and visionary
not literally the only one (thiel, andreesen, elon)

just somewhat new to tech

used to be finance 1980s-2000s
Read 4 tweets
Aug 27, 2025
Good morning. I'm on a posting break but everyone is sending me this so just a brief explanation. 🖤

The headline is correct, but the implications are not. The VIX complex is very expensive on a relative basis right now and hedge funds are short it against other vol exposures.
VIX basis to at the money forward S&P volatility is very high, so volatility hedge funds are short VIX futures and long S&P forward volatility and variance against it
The VIX term structure is very steep (extremely high roll-down and volatility risk premium) so hedge funds are short it and short delta against it or long other volatility exposures against it
Read 6 tweets
Aug 19, 2025
Okay. I promised a quick thread on put/call parity after that poll yesterday, even though typically I like to stick to topics that aren't well covered in the public domain.

We'll start with the basic idea and then talk about nuances that make it not quite true (esp. for retail).
Put/call parity describes the fact that, if you can go long or short the underlying, whether an option is a call or a put doesn't really matter, it just affects its delta, or sensitivity to the underlying (which can be adjusted by holding a position in the underlying!)
In particular, the simple version of put-call parity says that owning the stock hedged with a long put option with strike K is effectively identical to owning a call option with strike K and holding the present value of K in cash.
Read 11 tweets
Aug 14, 2025
The people wanted a covered calls / option selling mega-thread, a one-click response to all the charlatans out there trying to farm retail investors.

Systematically, blindly selling options is a BAD IDEA. Underperforms owning equities by a lot. Let's go through why and how.
Okay. The starting point here is flows. Before 2010 or so, options markets were sort of a backwater. Risk premium was relatively high, so if you backtested simple option selling strategies like covered calls or cash-secured puts, they looked pretty good (see PUT INDEX, BXM INDEX)
Then pension fund consultants started to write white papers and pitch "equity like returns with lower risk via option selling" to their massive clients. And by 2012, tens of billions of dollars of institutional money started to flow into benchmark-oriented option selling...
Read 29 tweets

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