Benn Eifert 🥷🏴‍☠️ Profile picture
Sep 21, 2022 14 tweets 3 min read Read on X
ok this is a good one and self contained enough to do on a recovery pton ride.

the tl;dr is that large sophisticated prop firms and hedge funds running volatility arbitrage strategies in listed options effectively look like market makers in how they execute and manage positions.
most investors (individual or retail) think of options as something you trade by pulling one up on a screen and entering a limit DMA order for.

SPX Dec22 3800 call, ok that's 40 @ 41, where do you want to bid? 40.2?

market got crushed, new price 39.2 @ 40.2, filled offerside.
sophisticated arb execution does not work like that.

sticking with the very simple example of a single option line (which generally would not be the case), order instructions to an execution system would look more like:
- buy up to 250k vega of this line
- post only (no take)
- show a randomized small bid size between 10k and 15k vega at a time
- pay no more than 28 vol
- pay no more than -0.02 vega below the real time volatility surface at any time
- hedge delta on each fill in real time
plus a bunch of other customized risk limits and safeguards. under the hood, the robots send DMA child orders to the executing broker (security, size, dollar price) and constantly cancel and replace those orders in low latency as spot and vol move
that order shows up in the market like a tightening on that line relative to the current market makers, for small size. the arb manager becomes the market maker on the bid side, better bid than C*tadel because the arb actually wants the position, not just the spread.
then over time as other market participants want to sell that option, they sell it to the arb manager, at a slightly better price than they would have gotten from the pure market makers. the arb accumulates the position slowly and passively
in general, a vol arb manager rarely has one line to execute. they might be working into a large SPX calendar position, long June23-Dec23 short Nov22-Dec22, across a wide range of strikes. the whole basket would be sized to desired long and short vega...
and working as described above, floating to buy below the surface and sell above the surface, replacing/improving the pure market makers on this whole part of the surface, in small randomized sizes.
that kind of execution would be running with tight risk limits on net delta, net tenor-adjusted vega, etc to tightly manage any legging risk. if you get lifted on a chunk of shorts, the sell orders shut down until the buys catch up, etc.
that way they work into a large complex position that they want, sourcing liquidity from wherever it comes patiently over time, and working in a balanced way that is never directionally exposed to sudden market moves
same thing with dispersion for example- might be working ten thousand line items simultaneously, buying every option on the list that someone in the market sells, and vice versa, staying tightly constrained to the index weights and vega balanced between longs ans shorts
so when ppl ask me Benn, why don't you trade options in your PA, this is why I just laugh and shrug

its like asking a Toyota exec why don't she build your own cars at home, she knows about cars, doesnt sound too hard, right
very large firms and very specialized prop firms might build every piece of this themselves. many others code their specific logic on top of third party platform like spiderrock which provides the low latency market access part as a service

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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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