Moontower #126

I often share articles about career management. Interviewing, negotiation, what to study, and so on. Some of my writing is me thinking aloud about my own career. But when I’m asked directly for general career advice, I got nothing of my own. It’s impossible to not let your own experience have a tyrannical influence on what you say, so the advice I give could literally be the opposite of what’s right for you. A tension I see with all advice is whether the outcome was “because of” or “in spite of”. (I probably triggered some people by using video games as an example of this)

So recently, when I was asked for advice, I queried the hive and noted the common advice. The context was quant/trading but there were broad prescriptions as well.

I refactored it to make evergreen and cleaner. As an assurance, even though some of these accounts are anonymous, they are professionals.

Before the details let’s see the common themes.

Everyone Agrees These Are Important

  • Emphasis on aptitude (often proxied by pedigree) & teachability over direct market knowledge Although if you lack any market knowledge you might struggle convincing an interviewer on the next point…
  • A genuine interest: The game is hard, you will need persistence and interest to carry you through the inevitable difficulties. You should be able to demonstrate this.
  • Skills. In today’s marketplace, you must have technical skills. Math and coding. While that’s a common theme below, I’ll give 2 additional reasons for needing these skills. The first — as an assistant, the more useful you can be to your bosses the faster you’ll progress. Training apprentices is expensive in time and money. It’s not great if you have to spend company time learning broad skills. You put yourself at a disadvantage. Secondly, skills allow you to self-start. You can prototype and test. If you need to rely on a dev or quant to study hypotheses that are probably wrong in the first place, you are dead in the water. You need to be able to build yourself so you can iterate through ideas faster.

Check out the rest of the document here:

https://notion.moontowermeta.com/career-advice

It includes:

  • Advice from specific accounts
  • Broader advice from outside the trading world. Some controversial.
  • A link to my own career musings

Money Angle

Using Insurance For Tax-Free Investment Growth

I recently did some work to understand permanent insurance. Collective eye roll. I’m with you. I begrudge Peter Thiel for forcing me to do this.

My annoyance is your gain. I documented what I’ve learned about permanent and private placement life insurance. Here’s an excerpt from the conclusion:

Insurance is not a fun topic. I’m more of markets guy not a Marty-Bird-structuring-type-of-guy. It makes my head hurt. The layers of fuzzy risks plus costs present many trade-offs. Overall, it felt worthwhile to consolidate and organize my notes from reading and phone calls into this post.

continue reading:

Using Insurance For Tax-Free Investment Growth (14 min read)

From My Actual Life

My buddy Paul was living in Taiwan recently. We had a call one night to talk about career stuff (which for me is just mid-life crisis therapy). Paul does these regularly because his work is focused on thinking about how we work. He has done tons of research, spoken to hundreds of people, and given a lot of thought to life paths. Despite an MIT degree and success out the gate in the consulting world, he pulled the ripcord on a trajectory that would make most parents proud.

Paul asked if we could turn the camera on for the chat. Sure why not.

You can find the convo here. Paul’s insights and story will get you thinking. I might get you thinking if you can get past how slow I can speak. I recommend 1.5x speed because the thought of you seeing me at 1x speed makes me not want to get outta bed ever again.

[In his weekly letter, Paul highlighted the 11 points he found resonant. Check it out and sub to his terrific Substack here]

Moontower #125

Welcome shareholder. You probably own an index.

An index is like a box of stocks. You might see the word “value” in the description of the box you own. Let’s find out what’s inside this box of supposed bargains.

The big reveal…

Twitter avatar for @GunjanJSGunjan Banerji @GunjanJS

AMC and Avis are now the biggest holdings in the iShares Russell 2000 Value ETF #valueinvesting $CAR

Image

Congratulations?

Wanna know another name you definitely own if you own any index not categorized as “value”? Here’s a hint, it goes vroom without a sound.

Destroy passive indexing for years to come?! All caps too. Sounds serious.

But is it?

Twitter avatar for @coloradotravisTravis @coloradotravis

So this is a fascinating thesis that I think a lot of people are dismissing out of hand just because it seems too extreme. But let’s unpack for a sec here what @SqueezeMetrics (who, worryingly, has a tendency to be right) is saying & attach it to some observed phenomena. 1/

SqueezeMetrics @SqueezeMetrics

@AlexLachance11 @bogosorting THE PEOPLE WHO ARE BUYING CALL OPTIONS ON TESLA RIGHT NOW ARE DOING SO AS A HEDGE AGAINST THE *VERY REAL* POSSIBILITY THAT TESLA STOCK GAMMASPLODES TO 25% OF THE S&P 500 (12.5% OF GLOBAL EQUITIES), DESTROYING PASSIVE INVESTING FOR YEARS TO COME

I’ve followed Squeeze and Travis for a long time. They are sharp. The conversation woke up sensei Bau.

The insights he added remind me how disinflationary the internet is. This thread is totally free:

Read the thread for more detail. It’s about the nature of a squeeze that uses options to push a stock higher. I’ll circle back to the core insight of the thread but I want to back up for a moment because there’s an opportunity to learn about how to think about options generally.

How Options Complete A Market

Out-of-the-money call options are “soft” deltas. If you bought the stock instead of calls, you bought “hard” deltas. Soft deltas can decay with time and, depending on their moneyness, contractions in implied volatility. The distinction actually highlights why options are useful.

Options “complete” the picture for a stock.

What does that mean?

Consider 2 stocks 1 both trading for $100:

  • Stock A: Has a uniformly equal chance of being worth any whole dollar amount between $80 and $120. Its value averages to $100.
  • Stock B: Has a 90% chance of going to 0, and a 10% chance of going to $1,000. Its expected value is also $100.

If you just pulled up either of these tickers you’d see a $100 stock, but the distributions that drive that price are vastly different. A single price lacks the dimensionality to convey the underlying distribution. Alas, the options market will show you exactly what it thinks the distribution is. It “completes” the information.

Volatility, skew, and kurtosis can be extracted from an option surface across time to provide a 3-D probability picture (the odds of certain outcomes, by a certain date).

In the above example, the $750 strike call is worthless for Stock A and worth $25 for Stock B (10% probability x $250 payoff if the stock goes to $1,000).

Ok, let’s say I’m feeling benevolent and offer to sell you shares in either stock for $90 (and I mean truly benevolent. I’m not some Orlando homeowner pasting Zillow on its 90% of Zestimate bid because I have a meth lab in the basement). If you take either stock for $90, the expected return is exactly the same — $10.

But the risks, are totally different. If you choose Stock B, 90% of the time you lose all your money. This is counterbalanced by the 10% of the time that more than 10x your investment.

This takes us back to options. If you are bullish on a stock, you need to understand the scenarios. If that $100 stock price is being driven by a long right tail but a high probability of a crash, you will size your trade differently. In fact, you might prefer to buy call options since they are levered to that right tail return. There’s a nerd way to explain that, but we can do it far more simply. If you were the only person who knew Stock B’s distribution and everyone else in the world thought all $100 stocks had the same distribution you could offer to pay $1 for the $750 call. There would be many eager sellers who would sell you that “worthless” option, unknowingly handing you a 25x theoretical return on your investment (remember the Stock B $750 call is worth $25 because there’s a 10% chance it goes $250 in-the-money).

Options allow you to tune your trade expression to the bet you want to actually make.

This is why vertical spreads are such useful hedges to market-makers. The long and short positions in calls sterilize the effect of the tails (and nearly all the non-linear greeks) and turn the bet into a simple over/under or binary bet. If a $10 wide vertical is trading for $2.50, you don’t need to know anything about the distribution. You know that you are getting 3-1 odds on it the stock expiring above the higher strike 2.

Tuning Your TSLA Trade Expression

Back to white-hot TSLA. The company is valued at over $1T. I’ll ask some leading questions:

  • What is the underlying distribution imputing that valuation? Is it more similar to Stock A or Stock B?
  • Does your opinion make you want to replace your hard deltas with soft deltas?

For me, the more I think the stock price is driven by the right tail (vs the vol or first-moment outcomes) the more I want to “stock replace” with an option. An option is the correct expression of the bet because its value maps to a higher moment. Just like Stock B’s $750 strike was worth $25.

And the reason for this is not just because I’m looking up. It’s because I’m worried about what’s down below. I really want the put embedded in that call. I don’t want hard deltas when this thing rolls over.

Slow down. Don’t rush out and buy TSLA calls. You might be boarding a Higgins boat to Normandy. You are on the front lines with many YOLOs who got the same idea. You still have to deal with an important matter — price. What is the right price for the options? Even if call options are the right expression of a bullish bet on a liquidity spiral, you still need to estimate what the options should be worth.

I don’t have an answer to that of course. Whatever implied vols the calls are trading for is presumably the market’s best guess for what they are worth. But without looking at the prices, my “prior” is that the calls are overly expensive. Why would I expect that? Here’s my logic:

  1. My leading questions were meant to lead you to “options are the correct expression of the bullish TSLA bet”
  2. My powers of observation are not special. Many others realize this too and are buying calls.
  3. The right-tail risk is large and idiosyncratic. Therefore it is difficult to hedge. In fact, the only hedge is a margin of safety in the price and keeping the size of any short call position a relatively small part of your bankroll.
  4. There must be a satisfactory risk premium baked into the calls to compensate the sellers.

To understand how making the calls expensive foils buyers, let’s go a bit deeper by circling back to @bauhiniacapital.

Soft Deltas Depend On Price And Path

Let me start by re-printing @bauhiniacapital’s comments:

What I am getting at is that the ratio of how much people are putting into OTM calls – throwaway money – vs how much they get out of it is a) ridiculous and b) not scalable infinitely. People run out of money…

To find new people to FOMO into it requires more premium thrown away. The only way to maintain the squeeze forever cleanly is through straight delta. If done via options, you need path and disposable “entertainment value income

I emphasized those terms because it’s a sharp insight:

If done via options, you need path and disposable “entertainment value income

The nuance deserves more than a tweet so I’ll expand here.

  • Disposable “entertainment value incomeOption premium can be thought of as:

    the size of a stock’s future price change discounted by its probability

    The fair price of the premium relies most importantly on the future volatility of the stock (a quantity that cannot be observed today, of course). But like insurance, the lived experience of owning an out-of-the-money option is you usually lose your premium.

    So for the game to continue, the buyers of these options need to win. For them to win, either the sellers of the options need to lose OR the folks selling TSLA shares need to lose (which is another way of saying the stock needs to continue going up). So the stock requires more inflows OR the options need to be systematically too cheap.3

For the options to be structurally underpriced, the market makers need to be willing punching bags and this is not a feature we typically associate with that role. In fact, it’s the opposite. A prerequisite for survival is being a quick learner. You can beat them big once. But that usually just leads to a false sense of security, because they simply adapt. How? They will raise their volatility offers. I’m not a market maker (hell I’m not even employed, so I feel like AL Bundy writing about options this much…“Hey everyone I scored 4 touchdowns in one game in HS!”) but this is what I imagine:

    1. MM’s jack the vol way up to sell it, effectively sweeping bits and pieces of liquidity along the way.Market makers are quick to raise the vols when they see buying knowing that the momentum buyers are vol-insensitive. (If you have a buyer that has no reserve, you will crank the vol up as far as your competitors, who are in the same boat, will let you.4)
    2. With the vol high enough the gamma effect fallsWe don’t need to resort to technical explanations. Intuition works…a 5% move in a 100% implied vol stock is not even a standard deviation. The higher the vol, the larger the move required to necessitate gamma hedging.
    3. Time also works against an OTM optionAs time passes, the options greeks including its gamma decay further.

All of this splainin’ reduces to:

The people supplying the options are not “willing losers”. 5 They will only sell options they deem overpriced. In the long run, they tend to be right as evidenced by their persistent prosperity over many market regimes.

So what’s left?

  • PathFor the market makers and the buyers to win there is only one possibility. The path must roughly go straight up. And voila that is what’s happening. But the music will stop since that which is unsustainable, won’t be sustained. That says nothing of timing and I probably could have written the same thing a year ago, and it would have made the YOLOs amongst you poorer. What can I say, this is a free email. YMMV.I’ll turn back to @bauhiniacapital’s observation of the psychology:

    And one requires ever more inflows because the inflow is not sitting on #HugeGainz (if it did, it wouldn’t feel FOMO). On right tail outcome, it requires geometric growth in interest against arithmetic growth in supply (wealth of new FOMOers).

    The TSLA options bid is a Schellinged levered proxy bet on one-way demand overtaking the supply of issuance in a non-linear, non-elastic price crescendo.

Wrapping Up

  • Continued inflows are ultimately constrained by real economic income. Some questions I posed aloud in the thread:
    • Is it possible to decompose the bid stack into how thick the “entertainment value” bid is?
    • Can you map that to strike prices?Bau wondered how that maps to BTFD/income-draining risk-replenishment because at some point, ‘bad luck’ becomes negative reinforcement.
  • The duration and extent of what we are seeing in markets today raise a lot of questions about what we understand about economics, flows, and how returns are generated. Twitter aggregates provocative discussions on these topics. I felt that walking through these threads, I could add value to your understanding of options. As far as the broader dynamics, I’m just sense-making in public.
  • A recap of the scenario and how it relates to options:
    1. If the right tail is driving the expected return, call options are the vehicle to express that bet.
    2. Everyone is already trying to buy them.
    3. The price of the options is like a gate that modulates how big those flows need to be to trigger gamma squeezes.
    4. Any single outcome might work out for the buyers, but over time, winning requires an ever-increasing rate of inflow for the scheme to self-sustain.
    5. If buying soft-deltas via options is a losing game are buyers right back at square zero, needing to express the squeeze by just buying shares (ie hard deltas)?I don’t know.But I do know, if you’re a passive index buyer, hard deltas at a 1.2T market cap is what you got.
  • Just as I got to the end of writing this, the plot thickens.

If Elon wanted to minimize his slippage he could decide he didn’t want to sell more than 1% of the daily volume. If we assume TSLA trades 25-30mm shares a day and is around $1200 it would take him about 3 months to sell $20B worth of stock. This is a moving target, because if he fixes the $ amount he wants to sell at $20B then if the price falls he needs to sell more shares, and if the price rallies he’d need to sell less. The scenarios lengthen or shorten how long it would take to liquidate the shares respectively.

He could also decide to just fix how many shares he wanted to sell and simply accept whatever cash proceeds it generated.

He could also offer to swap them for Nissan which is worth $20B. Or for that matter any company in the bottom third of the entire SP500. Do you know what he can’t afford to buy for $20B?

All of SHIB.

Moontower #123

3 things that drew me in:

A twitter thread about The Courage To Be Disliked (thread)
@visakanv

In The Antisocial Advantage, I explained:

This is a book by Fumiake Koga and Ichiro Kishimi which follows a conversation between student and philosopher to demonstrate the principles of Adlerian psychology. Borrowing from Blas Moros’ notes:

No matter what moments you are living, or if there are people who dislike you, as long as you do not lose sight of the guiding star of “I contribute to others,” you will not lose your way, and you can do whatever you like. Whether you’re disliked or not, you pay it no mind and live free.

Visakan (aka “Visa” has been a favorite follows for many years) reconstructs much of the “conversation” in his thread. It’s a long thread, but it keeps swirling around in my head. I wish the character called “philosopher” was an app I could ask questions to. I may just have to settle for asking Visa questions and having him channel the philosopher. I’ll let you know how that goes.

Appreciating a brilliant book review

I like seeing how Freddie deBoer’s mind works through his writing. I came across a book review of his and felt the need to pull some brilliant sections from it.

Here’s why:

Freddie deBoer’s review of Ross Douthat’s The Deep Places, a memoir of Douthat’s illness, is impressively balanced and justified (I say justified because the definition of balance has shifted from what I can tell from “reasonable opposition” to “any opposition” as if every view holds equal merit. No doubt a side effect of “democratization” of distribution. Look, just because there are a few ghouls who deny the Holocaust or rationalize slavery doesn’t mean the school library should grant them shelf space).

deBoer’s praise of the book is as profound as the experience he had reading it. Yet his well-founded criticisms are never watered down. It’s hard to imagine a reviewer who found so many problems with the narrative taking the effort to extol, with equal sincerity, its virtue. The review is a lesson in seeing and communicating. The nuance stands in such relief to the binary discourses that at this point have left us haggard at best but more likely numb. Reading this review left me feeling that integrity was a fringe value, because it was jarring to see a sweaty writer say “good game” and actually mean it.

You can read deBoer’s full review here.

If you’d like to continue to my highlights and why I selected them, see the rest of my post Unpacking The Beauty Of A deBoer Book Review.

Example of numeracy in the wild

David Epstein likes to dig into current events or phenomena to examine how we can think better about uncertainty. This week he showed how “a major reversal on aspirin highlights a concept everyone should understand”.

An excerpt:

A whopping 29 million Americans — that’s the entire population of Texas — take aspirin every single day in order to prevent heart disease. Last week, the U.S. Preventive Services Task Force issued draft guidelines saying that most of those people should probably stop, because the potential harms outweigh the benefits.

That’s a big friggin’ deal. Medical recommendations change all the time, as knowledge is updated. But I think this case is a particularly teachable moment, highlighting the importance of comparing costs and benefits on the same scale.

He goes on to explain medical statistics you should be aware of. If you find the Bayesian implications of false-positive rates for rare diseases to be jarring, you’ll appreciate this read.

We can also zoom out to the broadest lesson of the post: The key step in any decision-making process is identifying what information is material to making a decision in the first place!

The post implies 2 failure modes (which often overlap):

  1. Omitting information that’s critical (as doctors did when concluding they should prescribe aspirin)
  2. Overweighting information that is not relevant (which is a super-category of recency bias, anchoring bias, survivorship bias, resulting…)

Read the full post: Aspirin About Face (5 min read)

Money Angle

This week’s Money Angle is more useful to parents or teachers. Let’s go.

Encouraging Saving

We have had several false starts with an allowance/reward/chore system at home. In the past 6 weeks, our current system for our 8-year-old has gotten traction so I thought I’d share it.

Here are the features:

  • 2 sources of income

    a) Chores

    He has a list of chores he’s responsible for such as making his bed (and my bed, muahaha), taking out the trash, folding laundry, cleaning up. On a weekly basis he can be paid 0, $3, $6, or $9 depending on how good a job he does and whether he goes the extra mile either with thoughtfulness or initiative. The slacker has yet to earn $9.

    b) Interest

    He gets paid 1% a week rounded up to the nearest dollar. Sorry DeFi carry-traders, the Moontower yield farm is neither permissionless nor decentralized.

  • 3 account types

    a) Spend

    This is like a checking account. He has access to these funds but they earn no interest.

    b) Save

    This is the savings account. He cannot access this money (although in the future he’ll be able to invest it) but it earns interest.

    c) Share

    This is a charity account. Funds here have to be used for charity or donation. This account also earns interest.

The rules:

  • Chore income can be split however he wants so long as 1/3 goes to the share account. He has been putting 1/3 into each account uniformly.
  • Interest income which is based on the save + share accounts is deposited into the save account.

You can fiddle with the rules to encourage whatever behavior you like. Below is a screenshot of an earlier “statement”. Notice how it maps to an income statement and a balance sheet.

Teaching Kids About Money

There are many finance professionals who want to share their knowledge with youths so they can be more equipped to handle money, understand debt, compounding, investing, and so forth. Count me among them.

The knowledge is not just practical but understanding money is a generally useful lens for understanding the world. Finance is abstraction. It’s symbols. It’s an operating system. It modulates the relationship between current and future states of the world and your life.

If taught well, it can be highly engaging and overlap with how we make sense of things that on the surface might appear to have little to do with money (the sub-genre of “freakonomics” probably over-optimizes for insight-porn but that’s a meta-recursive proof of my point).

I’d like to workshop some introductory lessons locally and have been doing a bit of research to that end. I’m compiling freely available resources to that end so I can mix it with my own thinking to create lessons.

Please share your favorite money education resources for kids and teens!

If some of the newer readers are parents you might appreciate some of these prior posts:

  • A Socratic Money Lesson For 2nd Graders (3 min read)
  • Hands-On Resources to Teach Kids About Business (2 min read)
  • Bohnanza Is A Great Trading & Business Game (3 min read)
  • Thoughts About Monopoly As A Teaching Tool (2 min read)
  • Investing Books For A Teenager (2 min read)

From My Actual Life

Last night, Yinh and I brought some friends to see Sheng Wang headline the Punchline in SF. This was the first comedy show we saw since he headlined Punchline in 2018. His powers of observation on the mundane details of daily life are Seinfeldian. His signature tone and voice deliver self-skewers that you can’t help but turn on yourself.

One of our friend’s said it was the hardest she can remember laughing for so long. Sheng’s a craftsman and the more you listen to him the better it gets. You can look up some Youtube clips but you’d be stunned to see how he looks post-2020.

He’s in Philly next weekend. Book a ticket and go see him.

[Sheng was a writer for Fresh Off The Boat and a finalist on Last Comic Standing. He’s been my wife’s (Yinh Hinh) friend since their days at Cal where they bonded over having single-syllable rhyming names.]

Moontower #121

The Monty Hall Problem was popular on Twitter this week. It’s worth taking a look at it because the Bayesian logic behind the solution is pertinent to reasoning about uncertainty in general.

Let’s start by turning to Wikipedia:

The Monty Hall problem is a brain teaser, in the form of a probability puzzle, loosely based on the American television game show Let’s Make a Deal and named after its original host, Monty Hall. The problem was originally posed (and solved) in a letter by Steve Selvin to the American Statistician in 1975. It became famous as a question from reader Craig F. Whitaker’s letter quoted in Marilyn vos Savant’s “Ask Marilyn” column in Parade magazine in 1990:

Suppose you’re on a game show, and you’re given the choice of three doors: Behind one door is a car; behind the others, goats. You pick a door, say No. 1, and the host, who knows what’s behind the doors, opens another door, say No. 3, which has a goat. He then says to you, “Do you want to pick door No. 2?” Is it to your advantage to switch your choice?

I’ll give you space to think about it.

So what happened?

Vos Savant’s response was that the contestant should switch to the other door.

She was right.

Man, if only the “You mad, bro?” was a thing back then. If that answer makes you mad, don’t worry, you are in good company:

Many readers of vos Savant’s column refused to believe switching is beneficial and rejected her explanation. After the problem appeared in Parade, approximately 10,000 readers, including nearly 1,000 with PhDs, wrote to the magazine, most of them calling vos Savant wrong. Even when given explanations, simulations, and formal mathematical proofs, many people still did not accept that switching is the best strategy. Paul Erdős, one of the most prolific mathematicians in history, remained unconvinced until he was shown a computer simulation demonstrating vos Savant’s predicted result.

I’m a dude, and even I got the “mansplain” vibe from the bold-faced section. Wikipedia continues:

The problem is a paradox of the veridical type, because the correct choice (that one should switch doors) is so counterintuitive it can seem absurd, but is nevertheless demonstrably true.

So I chimed in on Twitter with my favorite way to understand why you should switch:

You can find a fuller discussion of the problem and its variants by Professor Jeffrey Rosenthal here.

Rosenthal considers my explanation “shaky” because it fails in some of the variants.

The reason it works in this version is that the host is a “trusted actor”. He is 100% to open an empty door. If he opened a door at random, then your reflex that switching shouldn’t matter would be correct.

Problems like this are Bayesian and can be approached using what Rosenthal calls the “proportionality principle”.

The Proportionality Principle: If various alternatives are equally likely, and then some event is observed, the updated probabilities for the alternatives are proportional to the probabilities that the observed event would have occurred under those alternatives.

That’s a mouthful. Let me start with an example I made up, then map the proportionality principle’s definition, line by line, to the solution. [don’t crucify me for the made-up shooting percentages]

Paul George and Kawhi Leonard are equally likely to have the ball on the last play of the game down by 2. You discover the Clippers won. Paul George is a 50% 3-pt shooter and Kawhi is a 25% 3-pt shooter.

What’s the probability Paul George took the shot?

So the long way of doing this is to map the paths to victory.

I took the liberty:

What does this tell us?

  1. The Clippers win 3/8 of the time (1/8 + 1/4). This makes sense since 37.5% is the average of their shooting percentages and they each have a 50% probability of getting the ball.
  2. The state of “having won” is 37.5% of the whole set of possibilities. Paul George making the winning shot happens 25% of the time. But since the whole of our restricted “having won” condition is 37.5% we can see that 25% / 37.5% = 2/3

    So Paul George took the shot 2/3 of the time. Going into that last play we expect he wins us the game 1/4 of the time (50% chance of getting the ball x 50% chance of making the shot) but once we “condition” the question on “The Clippers won”, the probability that he took the shot jumps to 2/3!

The proportionality principle allows us to make a shortcut. Follow me step-by- step through the definition laid out above.

  1. If various alternatives are equally likely, [check. Each player is 50% to get the ball]
  2. and then some event is observed, [the event was the Clippers winning]
  3. the updated probabilities for the alternatives are proportional to the probabilities that the observed event would have occurred under those alternatives. [for the Clippers to win one of these players needed to make the shot. Since Paul George is 2x as likely to make the shot (50% shooting % vs 25%), then he is a 2-1 favorite to have taken the shot. 2-1 is the same as 2 out of 3, therefore Paul George was 2/3 to have taken the shot. In case you didn’t notice, the way to convert odds to probabilities is to take a number in the “x to y odds” form and divide it by x+y. So 2-1 odds is the same as 2/(2+1) or 2/3. Just don’t forget which side of that expression is the “favorite” or “underdog”. This is similar how you convert gambling money lines to implied probabilities. All odds are implied probabilities because once you convert them into a fraction they are always less than 1.]

Real-life applications

If you like this kind of probability math, you can look into Bayes Theorem, which is about how we update our “priors”, ie our probability estimates at the get-go, once we get new information (sometimes called “conditioning”, because, well we impose new conditions).

If you don’t like this type of math, perhaps you feel like it’s not relevant. I assure you it is. Just imagine a disease has occurs 1 in 100,000 people but the test for it has a 5% false-positive rate. If you test 100,000 people for it, 5,000 of them will test positive in error yet only 1 person in the population actually has the disease. You’ve got 4,999 doomscrolling WebMD when their odds of actually having the sickness (after the positive test!) are on par with getting struck with lightning at some point in their life.

If this still sounds abstract, then you are my hero for somehow avoiding innumerate covid headlines.

Money Angle

  • I wrote a new post this week.

    Portfolio Theory And The Invisible Option On Hobbies (7 min read)

    The post uses lessons from portfolio theory to show:

    The value of an asset viewed in isolation is actually a floor.

    There is an option value above the equity value. In fact, you can think of the equity value as the 0 strike of that extra optionality.

    The post is a qualitative discussion of what drives that option’s value. While portfolio theory reveals this invisible option, the lesson has an even wider appeal.

    It tells us that hobbies, especially uncommon ones, can have large optionality values and in the current networked world those weird things you do for leisure could be more rewarding than you considered before you started doing them (of course, you don’t need to care about that, but just in case you were curious, it’s there if you look).

  • Seeing yourself on camera and hearing your own voice is always unsettling. But I realized the plumbing of voice trading in the options market, including the signal chain from negotiation to an option hitting the tape, is not widely understood even amongst professionals.

    So the Pirates, Jason and Corey were extremely generous to give me a spot to explain it. It’s pretty “inside baseball” and it won’t make you any money but it has a “day in the life of a trader” feel to it.

    I demand you subscribe to the channel. The Pirates content is smart, fun, and interesting. They even do videos explaining their thinking behind the channel and how to grow on YouTube which they are trying to do.

Last Call

You ever see something and wonder how you could never have seen that until now? This is one of those pictures.

Like, I’m not surprised a tree-swinger is toned, but it’s kinda strange that I’m just seeing this for the first time. I mean, I already knew kangaroos take ‘roids.

Moontower #120

My 8-year-old Zak is going to be taking the OLSAT soon. It’s a 64-question test that looks an awful lot like an IQ test. The test (or one of its brethren like the CoGat) is administered to all 3rd graders in CA. If you score in the top 2 or 3% you can be eligible for your local ‘gifted and talented’ program. 20% of the questions are considered “very challenging” and that’s where the separation on the high end happens.

I gave Zak a practice test just to familiarize him with it. He’s never taken a test with a time limit before and never filled out Scantron bubbles. Do not underestimate how confusing those sheets are to kids. It took a while for him to register how it worked because he only saw choices A,B,C,D for each of the 64 questions.

Daddy, the answer to question 1 is ‘cat’ not A,B,C, or D

I know, Zak, it’s just that…you know what bud, how about just circle the right answer on the question for now.

Hopefully, some practice breaks the seal so he isn’t scared when he sits for his first test ever. I think a small amount of prep is helpful even though I get the sense that caring about tests is not in style around here. Call me old-fashioned. I’m not bringing out a whip, but having the option to go to the program seems worth putting in a token effort if you think your kid has a shot.

Anyway, he took one test. Poking around a bit, I think his raw score would land him in the 90th percentile. Not good enough but it was his first shot and if he doesn’t improve much, that’s also totally fine too. Plenty of people are content just flipping burgers (I’m kidding, calm down. Also, get your own kid to stuff your insecurities into). One thing did stand out. He got all the math questions (about 1/3 of the test) correct.

Hmm.

It made me think of how I was a decent math student growing up.

I'm Something of a Scientist Myself | Know Your Meme

Not good enough to compete with peers who did math team in HS, but enough to get through Calc BC. Regretfully, I never took another math class after that. I optimized my college courses for A’s not learning. Short-sighted.

I really felt the pain of that decision when I got hired to trade options and was surrounded by a cohort in which 50% of the trainees had an 800 math SAT. (There were 3 people in our office of about 60 that had an SAT verbal > math. I was one of them.) That inferiority exists even to this day. Until Google Translate can decode academic papers, those things are for lining birdcages.

However…

Every now and then, I’ll come across a math topic that seems useful for making estimates about practical things, so I’ll learn it.

And then I’m reminded I have no math gifts because that learning process is uphill in molasses. When I was young I did lots of practice problems (how else are you supposed to become a doctor and please mom) which got me proficient. Today, it’s a similar process. I just power through it.

But there is a difference in how I power through it.

Instead of practice problems, I watch YouTube until I can write the ELI5 version for others. Everyone has heard that if you want to test your knowledge, teach it to others. In that case, it’s a win-win. We all learn.

So that’s what I did this week. I wrote an ELI5 version of a concept called Jensen’s Inequality.

  • Jensen’s Inequality As An Intuition Tool (10 min read)

    You will learn:

    • Why I found Jensen’s Inequality interesting
    • The conditions and statement of the inequality
    • An example that affects us all
    • Spotting Jensen’s in the wild

    If you struggle to understand it after reading it tell me. I am challenging myself to see if I can relay not just the concept but the significance of it with minimal effort on behalf of the reader. If I can get to the point where I’m “putting in the effort so you don’t have to” then I’ll feel like I’m being useful here.

    If you think you got it, test yourself the way I did. Construct an example. (That’s what I did with the “traffic on the way to Sizzler” example.)

  • If you grok Jensen’s Inequality and want to relate it to portfolio construction Corey is your guy. Before I learned of this concept his tweets would have made no sense to me, but now I at least kinda get it.

Money Angle

My buddy Jake sent me this post:

Active vs. Passive Investing and the “Suckers at the Poker Table” Fallacy.

It’s an 8-minute read worthy of your time because it demonstrates several useful realities about markets.

  • Reconciling a paradox: The idea that smart active managers can profit from the distortion of passive flows but if everyone is passive then there are no longer active suckers to exploit.

    The author does a neat demonstration decomposing market returns into money-weighted returns (active) and dollar-cost-averaging (passive) to disentangle beta from alpha.

  • Markets are not a zero-sum game, even if the battle for “alpha” is.

    The size of the profits pie is not fixed…The “suckers at the poker table” paradigm goes astray because there isn’t some exogenous fixed size of the investment pie investors are fighting over. The returns are endogenous: They are in part determined by how smart the investors are, how well the capital in the economy is allocated, and by everything else that impacts economic and market outcomes.

    …Smart money going into appropriately priced investment opportunities grows the whole pie. Dumb money going to bad businesses shrinks the pie. Once it’s not a strictly zero-sum game, you don’t need “suckers at the poker table” to outperform.

  • The demonstration shows how there is no such thing as truly passive. And if I may add, that means benchmarking your investing, which is constrained by your personal asset/liability picture (ie sometimes you get a bonus or extra cash to add to the market and sometimes you need to pull money out to send a kid to college) to some index is not a great comparison.

    If you’re planning to invest for an objective other than buying and holding forever, you have to make decisions about when and how much to invest and when and how much to withdraw. On a sufficiently long timeline, the probability of being a completely passive investor goes to zero.

    Eventually, you have to make an active investment decision, and at that point, the shrewd investors are lying in wait. Everyone eventually has to pay Charon to cross the river Styx.

In addition to these points, there’s a brief aside about the Grossman-Stiglitz Paradox which is a rabbit hole of its own. I’d buy stock in that paradox as something you will continue to hear more about.

Finally, while the author finds the zero-sumness of poker to be a poor analogy for investing, he links to a post about how poker has useful lessons for risk management called Getting Schooled In Risk (12 min read).

From My Actual Life

I got married 12 years ago on October 2nd. The wedding was in Cabo which means everyone sweat right through their clothes. The pictures of the reception look like the finish line of a marathon.

When I was at my mom’s house this summer, I found a treat in the magazine stand. It was the personalized US Weekly Yinh made for the guests. I’m unapologetically biased, but this is the greatest document ever made.

Moontower #117

Well hello friends.

It’s been 2 months. Last you heard from me, I was hanging out in the DFW area. We continued on to the Dominican Republic and then NYC/NJ before getting back to the Bay Area for the start of school. Thanks for the patience. We are all awash in “content” so I figure nobody missed me that much especially since I was still tweeting promiscuously.

After 10 weeks on the road, I was craving the warm embrace of a routine. Before I could ease back into a schedule I needed to indulge my organizational OCD otherwise known as “procrastination”. So to transition back into a weekly cadence I’ll briefly talk about this housekeeping before talking about what will change about the Moontower letter and what will stay the same.

Health

I aggressively shed the few extra pounds I put on this summer. Mostly through diet but I got back to lifting 2x/week and walking more (taking kids to and from school by foot helps there). I also got a physical/bloodwork. I was told to lower my blood pressure and blood sugar. Luckily, the Rx for both is the same — treat your body like you only get one. Feed it actual food, move it, and rest it.

Intellectual Inputs

You’d think that I did a lot of reading on my travels. You’d be wrong. I did what I couldn’t the prior summer — I hung out with family, old friends, and new friends I’ve met because electrons are amazing. But I want to get back to reading more. I don’t even mean books necessarily. Articles and blog posts are a step up from where I’ve been. I seriously starved myself of intellectual stimulation this summer. I opened my laptop maybe once a week and mostly used the Notion app on my phone to queue my reading list. I started working through it this week. Here’s a look at my queue system in case you are a serial killer too.

Filing system for reading

For better or worse, filing posts I want to read makes me feel less overwhelmed. Posts that are long or technical require different energy than the “<8 min read” and my Notion dashboard is a useful triage. And it’s fine to discard something you thought you might want to read and later lost the will or need. To get reading times I use the ReadingTime Chrome extension (link).

The “Week of 9/7/2021” is a dropdown where I file the articles I read this week. At the start of the next week, I’ll move that file to the “Weekly Reading Archive”. Sometimes, I’ll read something and want to refer back to it but I didn’t anticipate ever wanting to refer back to it but I might remember roughly when I read it (ie “during Thanksgiving last year”, or “when I was in LA”). This gives me a chance of recovering it even if I can’t remember distinguishing features of the post to feed a search engine.

Other sources of media

I just have a simple list by media type (ie movie, YouTube clip, etc). For audio sources, I use PlayerFM to queue podcasts and Spotify to explore music. My public Spotify lists are indexed for you here.

Courses

Separately, a college bud recently needed to re-arrange an equation for a financial model he was working on. He put it on our group chat that has several electrical engineers and physics folks with advanced degrees. Crickets. I stuck it into an online math solver after taking a crack at it and failing. The solver reminded me that there’s a general formula for a quadratic equation that starts with:

-b ± √ stuff

Oh, the cobwebs. Use it or lose it.

Anyway, that feeling prompted this tweet that led to a treasure trove.

Twitter avatar for @KrisAbdelmessihKris @KrisAbdelmessih

Please reply with your favorite free online algebra, calculus, stats courses please. 🧮

I rummaged through the responses and came up with this shortlist if interested:

And of course, Khan Academy was a frequent recommendation.

The Future Of Moontower Weekly Musings

  • You may have noticed Moontower has migrated from Mailchimp to Substack. Mailchimp’s free tier caps at 2k subs and there are now over 2,100 of you. Meanwhile, Substack is always free. And so easy a caveman can do it, lucky for me.
  • I moved the archive (in a painful copy/paste process) to my WordPress site MoontowerMeta.

After >2 years of following a steady format, I’m modifying the letter. How will Moontower be different?

  • It will be much shorter
  • It will be more focused on sharing links I found interesting
  • It will only have 2 sections. The main section is where you will find recommendations and Money Angle is where you will find more finance-focused links.

What will not change?

  • Sunday is the day. Every week.
  • It will remain personal. A lot of reader outreach came from the philosophical and productivity-geared posts. The From My Actual Life section also created an easy relationship with you. So even though the Money Angle drives the subs, this outlet where we try to figure out life together I think becomes the familiar friend. It means a lot to me but removing the weekly prompts reduces the mental overhead of the letter.

This brings me to the reason for modifying the letter — to reduce the hours I spend on it. I want to tackle a list of writing projects and posts that require more effort. I’m just re-allocating time from the letter to the longer posts (which I will of course share in the letter as they get published). When I started Moontower, it was intended to be just links, but your encouragement let me wade into writing. Both the finance and life writing found appreciative audiences once I hit “send” on Sunday. I’m just leaning into that, so 117 letters later, Moontower is coming full circle and going back to mostly links.

Ok, this is already much too long so we will punt on Money Angle this week and just share a few recs/tweets from the past couple of months.

Recs

  • Motivational books…I compiled the results here.

  • Investing in future productivity

    The 8-year-old has been using typingclub.com to speed up. He noticed I peck like a chicken and shamed me into practicing. Jeff introduced me to an even slicker software — keybr.com. Painful but it will be worthwhile. (Yinh, meanwhile, is a ringer and organized a wpm contest at her old firm on her last day and torched everyone. She’s close to 100 wpm. Annualize that.)

  • Fun
    • I saw Ford vs Ferrari for the first time this summer and it immediately became one of my favorite movies. I watched it 4x in a week which reminded me of my early 20s when I first got a DVD player and watched LebowskiZoolanderBoiler Room and Any Given Sunday until I just about wore the discs out.
    • I went to Bottlerock for the first time ever. It was like a food and wine festival with music. It was well-done and comfortable. Nicest port-o-potties I’ve ever seen. And no lines! We went general admission and used car service to go back and forth each of the 3 days (even Best Westerns were about $1500/n for double occupancy). I’d go back to Bottlerock but maybe book accommodations a year in advance.

      Favorite new-to-me discoveries: The Black PumasJoywave, and Cage The Elephant (who are on binge repeat mode in the house now. I made a playlist of the set they played if you wanna partake).

    • I was looking for literal moontowers when I was in Texas this summer so let it be clear that I’m totally biased when I say you need to listen to the audiobook for Greenlights.

    Thanks for reading!

Moontower #115

Friends,

Last week I shared The “R” Word.

The post was about trying to reframe a career in a sustainable way. In a way that aligns with how our idiosyncratic energies work. Aligned with the types of people we want to be around.

The largest payoff to this isn’t immediately obvious. It relieves the pressure to build a nest egg with an overengineered margin of error. Instead of relying on assumptions of things that are out of your control like returns and inflation you choose to rely on your human capital.

The key is that you will still be excited to employ your ability and the returns that come from being a willing perma-learner. You won’t have a strong desire to stop working since you chose a stroll that forgives you for meandering instead of a sprint. A sprint taxes you not just physically, but mentally, by making you think there’s only one way to win. Racing is insidiously expensive because it directs your gaze to a finish line. A bizarre approach to life, since tomorrow is never guaranteed.

The post led to many responses (it’s the most reactions I’ve gotten from a post, especially as a percentage of total views). Many of you are thinking deeply about the same topic. I’ve had a few young people respond. I am impressed at how deliberate they are about their long-term strategy. I was never that mature. Unsurprisingly, most of the responses came from finance/trading folks of similar age as me. Many extremely financially successful or downright rich. Some of them have been sick of their profession for years but in the absence of a roadmap can’t pry themselves away from stacking more chips.

I keep thinking about this. I keep coming back to a half-baked thought but I’ll blurt it out and you can finish it in your own oven. It could be a wasteful or irresponsible thought. Or it can unlock more thoughts and break inertia. I take zero responsibility, blame, or credit for what you do with it.

You will never walk away from money without a reason. But money is not fungible with risk. Actually it’s a risk-absorber. For many, the feeling of a life well-lived requires risk. If you accumulated more money than you need, you have sterilized a lot of risk. And you’ve sterilized the feeling of being alive. There are many types of risky pursuits. Some are fun but not meaningful. Some are meaningful but not fun. And everything in between.

Before making any changes to your life think about:

  • The size of risk you need to feel engaged
  • The nature of the risk you need (where is it on the fun/meaningful spectrum?)  

With the answers to these questions, you will know whether you just need a new hobby…or if you need “a man to come through the door with a gun”.

Finally, I’ll point you to 2 terrific related posts that have lingered for me.

  • The Path (5 min read)
    Chris Wong

    Excerpt with my emphasis:

    For me, The Path started when I began my career in finance in 2002. Actually, I’ve probably been on The Path even longer, since middle school. Get good grades, get on the honors track, do extracurriculars. Get into a good college. Get a good job. Get promoted. Get a better job. Get promoted. Get a better job. Get promoted.By the time I turned thirty, I had begun to question The Path.

    The real reasons were that the money was good and The Path was a siren’s call to a life of comfort. The money to me was security and optionality. But I wasn’t using the optionality to do anything and because I had already stopped spending money on things I didn’t enjoy, I had a degree of financial security. Why be inauthentic to myself in order to pursue goals that didn’t interest me? In finance, the answer to the interview question “Why do you want this job?” is a dirty open secret. You are not allowed to say money. Even though that is everyone’s real answer. You must make up an answer to prove that you are not a masochistic psychopath. I couldn’t lie anymore. The only reason to stay in this job was money, but to me cash was the applause of Performance Art and I would rather put on my own show in an empty theater.

  • Speculation: A Game You Can’t Win (More To That)
    Lawrence Yeo

    Risk aversion is the idea that a loss of X hurts more than the joy of winning X. That means the profession of investing has an emotional volatility drain that wears us down. This short post will similarly resonate with traders. If you are not a trader and it resonates, I’d suggest you are misallocating your time.

    Excerpt from Lawrence’s post:

    …financial freedom isn’t about money, it’s about attention. The less you have to think about money, the more free you actually are. Speculation is the antithesis of that statement.

    Read the whole post here.


The Money Angle

I’ve talked about compensation deals in the past.

For example, one of the tweets in this thread:

Anyone that has ever worked in derivs or at a mm knows what a beast comp negotiation can be. There’s a trader on both sides of the table. Both sides are pricing calls and puts, netting risks, and trying to find structures that work for both sides’ risk preferences.

In On #Voltwit Melees I wrote:

If you really want to examine incentives, think about the PMs at the fund. The non-equity owners want maximum vol since their downside is just losing their job, but their upside is a percent of their performance. Their equity-owning counterparts want the assets to stick. Notice how the non-equity-owning PM has the same incentive as the LP, not the GP.

Comp structures, just like fee structures, are about shifting incentives to create alignment. But there’s a lot of haggling under the hood that looks an awful lot like options trading. When you negotiate comp, do you ever wonder who the patsy is? Or do you think you are in the ballpark of fair value AFTER considering all the levers/scenarios?

Recently, a friend reached out for advice about a specific type of situation. I see a concern that is worth sharing more widely. A bit of background first:

The friend is a senior employee. They are not too concerned about the downside of the new opportunity they are looking at (meaning if they just earned their salary and no bonus they could tolerate that outcome…salaries tend to be a small percentage of total comp for senior employees). The friend is really interested in the opportunity for the upside so, in trader parlance, the friend wants maximum call exposure and doesn’t value the put (ie a minimum guaranteed bonus) much. I have found that employers can be flexible on these structures. If you are risk-averse they are willing to give higher minimum bonuses but take your upside. Of course, on the trading or fund management side, employees are usually in it for the big payoff so do not choose this option, especially if they have savings and can survive on their salary alone if needed.

The major points to be aware of:

  • This friend wants max upside and is not concerned about the downside of the opportunity they are considering. In fact, the friend would be taking a substantial paycut for the shot to have large exposure to the new gig’s success.
  • The nature of the gig is the friend would be launching a fund that had an AUM fee but no performance fee (it’s not a hedge fund) and the fund would be closer to systematic than discretionary.
  • The friend is focused on how to ensure they are aligned with the employer in the case that the venture succeeds.

That’s going to be tricky. Can you anticipate my warning?

Here’s what I told my friend:

You are willing to accept a large carrot on the back end to take risk on the front end. The prospective employer agrees in principle to that arrangement. If possible, the gold standard of alignment will be tying your stock awards to a trail of your efforts in the building of the new product.

The correct appearance of the trail is that it should look overly generous to you in the event that it “hits”. Remember, you took a paycut and a risk upfront. The real-time value of that trail cannot simply be weighed against your real-time efforts since the trail is a lagging indicator of your work.

You are being very clear that your situation allows you to take a risk but it’s critical that you get paid off if things work out. There is always a form of “credit risk” when structuring a deal like this in the sense that at many winning positive scenarios, on a forward-looking basis, it will always look like the right play for the employer to cut you. You are addressing this ahead of time, and want the employer to assure against the incentives it will have AFTER you have borne the bulk of the risk.

What safeguards are in place to “remember how this deal was supposed to work”?

At every review, owners can exercise the option to screw you. Insuring against that is pretty difficult. A big difference between startups and fund management is that early startup employees own true equity. This reality is harshest when things go well. I suspect some market-making firms (they are not funds but the analogy holds) could have paid every employee millions of dollars last year and still had record profits. But they didn’t. People were paid well but found out they had zero delta to the upside at some threshold.

I’m sympathetic to their employer as well. If you paid everyone what they “deserved” many would have quit having hit their FU number. And if you don’t, sure some might rage-quit, but there’s not some other employer willing to pay them more based on some outlier year. Most likely, the owners will admit to themselves, that ownership has its privileges and they are the risk-takers. An unhappy employee is free to start their own business. In fact, that’s who entrepreneurs often are…people with chips on their shoulders.

Ownership is the only true call option. Not shadow equity, where you are promised a percentage of the p/l. That’s not a stake that you can cash out to partners.

If you are in the game for upside, be careful about who writes your checks.

(Option traders know the warning well. Bonus season, despite its moniker, rarely feels like bonus-y fun. Reviews are mostly endurance tests in which you restrain yourself from flipping a desk as you read a disappointing number off a page, several times until it finally registers that it’s what was indeed intended, all the while a superior gaslights you about how good a job you did. The canyon between words and actions so wide, you might even look around to see if there’s someone else in the room. But no. They are actually talking to you.

Market-making firms are generally run by ruthless Ayn Rand worshippers. Whether they converge to this mindset as a post-hoc rationalization for their role in doing “god’s work” or start with it likely varies. I suspect it takes a certain type of person to get to the top of that profession. That person will be good at rationalizing and see wealth as evidence of being right. It’s all quite convenient.)


Last Call

My friend Matt has been developing an app. He’s looking for testers. I’m going to do it. Here’s the pitch, if you are interested please sign up!

Years ago, I fell into the habit of letting work encroach too much on my personal goals – being a great dad, friend, husband; pursuing hobbies; staying in shape.

So I tried to achieve balance by working with coaches, and immersing myself in relevant content. What emerged was Whee.li – a system and app to help me intentionally apply a growth mindset across all the dimensions of my life. I have used and refined Whee.li for years with great results.

It’s time to share it more broadly …

Through July 10, I’m accepting applications for individuals interested in testing Whee.li. The application is quick, and the beta program will start in August or September. The commitment is five weeks, fifteen minutes per week.

If you are interested, please apply at www.whee.li. If you know people who would be enthusiastic testers, I encourage you to spread the word.

Thanks for your support!


From my actual life 

Earlier this week we went to Disneyworld in Florida. A few observations and tips:
  • We stayed at the Yacht Club. It’s considered one of the mid-tier Disney properties but we thought it was plenty nice. We chose it because it has the best pool. It didn’t disappoint. There’s a great water slide that starts in the crow’s nest of a pirate ship and takes you down to a 4′ deep pool. It’s fun for adults and kids probably as young as 3 or 4 (if they can’t swim you can catch them at the bottom). The staff coordinates activities for kids in the pool, there’s water volleyball, a lazy river, a whirpool with a strong current that’s fun to try to swim against, and many pools with sandy bottoms! Toddlers and younger children will especially love the kiddie pool/beach section.
  • The Magic Kingdom is still not doing fireworks or outdoor shows which is strange (Yinh was up late one night though and did see a practice fireworks show after midnight). The park is crowded and nobody is masking so I presume operations will go back to normal soon. Except the new idea of mobile ordering. More than half the concession and food options have no lines because mobile ordering is mandatory at those spots. I suspect that trend is staying. Between using the app in the park, mobile ordering, and taking pictures make sure you have enough phone battery. Oh yea, I discovered a frozen dessert called a Dole Whip. For $5 it’s the best deal in the park (although I recommend the vanilla soft-serve that you can find at the same stands. Perfection.).
  • The best rides in the Animal Kingdom are the Expedition Everest rollercoaster (the Yeti theme and surprises are awesome) and the Avatar: Flight of Passage ride. I thought that ride was exceptional and in the running for best ride overall. If the line wasn’t so long, I’d have gone again.
  • My favorite park of the 3 we visited was Hollywood Studios. The Star Wars section is called Galaxy’s Edge and is an unbelievable re-creation of places from the movies. The attention to detail hurt my brain. Total devotion to quality. The kids especially loved the Millenium Falcon ride called Smuggler’s Run. It’s interactive as everyone plays the role of either pilot, gunner, or engineer. But the show-stealer is the 18-minute experience called Rise of The Resistance. You must reserve one of the limited spots and the ride is very popular. I’ll pass along the tips we learned to ensure we’d get in. Call customer service on the Disney app to link the app accounts for all the adults in your party. This process took about 2 hours the night before (mostly just sitting on hold). Then have everyone in your party ready to snipe the “virtual queue” on the app when they start accepting people (just like trying to snipe concert tickets when they go on sale). 5 of us sniped at the same time, anticipating as the clock turned from 6:59 to 7:00 am.

    Finally, if you want a chance to grab a drink in the Cantina bar make a reservation. They book 2 to 3 months out. We didn’t know about this. Next time.

  • I learned that when my kids are scared on rides they keep repeating with utter calm and monotone “I hate everything about this”. Then when it’s over they claim it was their favorite. Psychopaths.

Today, we are in the Dallas area for the next few weeks crashing with close friends. We lived near each other in NYC and amazingly in the Bay Area as well. Now they are making a full-court press to have us move to TX. I don’t know, it’s pretty hot here. They are targeting my vanity and weakness for frivolous beverages. Never a bad strategy to be honest.

Moontower #113

Friends,

Hello from Jupiter, FL where I am meeting my east coast family for an overdue reunion. As I mentioned, letters will be shorter as I’l be more offline during this summer’s adventures.

I did publish a single post this week. It starts…

Collecting options is freedom. Freedom is the most revered American ideal. In an orgasm of deductive logic, flowing straight from that idea is most Americans’ prized ambition — “financial freedom”. Sparkling with alliteration, the phrase has led countless dreamers to spend weekends at conferences learning the latest fashion for deriving “passive income”. I’m not judging this goal. To some extent, we all have it in some form. But be honest. When someone uses this phrase earnestly, you kind of want to die of boredom.

…continue reading The Options Cage (12 min read)


The Money Angle

A friend asked for some recommendations.

My nephew is 16 and wants to “get rich in the stock market”. He knows nothing. Is decent at school/math. I want to send him five books. He probably won’t have the patience for stuff that is too dry or dense.

My response:

I think it’s helpful to get a glossary understanding of concepts in the first place. Khan Academy is great for that. Of course that it just to explain terms but my book recs would have more to do with think of the markets as competitive games with prices as point spreads.

To that end my recs for core reading:

  • The Most Important Thing by Howard Marks
  • Fooled By Randomness by Nassim Taleb
  • The Psychology of Money by Morgan Housel
  • 4 Pillars of Investing by William Bernstein
  • We both agreed Moneyball by Michael Lewis fits beautifully in this context so that would round out the list.

For a bit more advanced I’d recommend:

  • The Little Book That Beats The Market by Joel Greenblatt

    The reason this book is great besides being short is that it a hands-on demonstration of how to have a process and marries understanding core business math with an investing process (sorting, filtering, measuring and normalizing). There’s many implementations of the strategy floating around the web with modifications so if he wants to dig there’s plenty of fertile soil. While the vanilla strategy is mined into oblivion at this point, the real objective is to understand the process because that’s universal and applies to trading as well as investing. It’s a mental template.

  • The Accounting Game: Basic Accounting Fresh from the Lemonade Stand by Darrell Mullis and Judith Orloff

    I read this a few years ago and it’s a hand-on, easy way to learn the basics of accounting. It explains how balance sheets, income statements, and cash flow statements interconnect. It describes how you book items and the tradeoffs involved. It helped me appreciate how much judgement is actually included in accounting as well as how you can tell different stories with the way you choose to do accounting. Accounting feels like a subject I’d enjoy which is a sentence I never thought I’d say. I took my own notes here.

For my other collections see:


Last Call

  • There Is Beauty In Fundamentals (Link)
    Lily Francus

    Different minds approach math differently. Find out what kind of mind you have and why math education should look less like a ladder and more like a “radiating umbrella”. I think my brain is closer to Lilly’s type except you can probably fit all of my folds in just one of hers.

  • The 10 Essential Strategies for Deeper Learning (Link)
    Scott H. Young

    In case you want to get back to learning these are outstanding recommendations. Knowing how to study is a skill. Scott’s blog is a treasure for learning about learning (I often share links from it in Moontower).

    #10 was always my issue with school. If interested check out my own musing We Don’t Need No Education.

Moontower #112

Greetings from Tahoe!

My family is traveling for 2 months and this is our first stop. I will be online much less than usual if the past week is any indication. My total computer screen time was about an hour. Expect more blurbs, less long posts, and shorter Moontowers this summer.

Here’s a few things I’ve enjoyed recently that cultivate a mindset that counteracts the trader residue I narrowly described in How I Misapplied My Trader Mindset To Investing:

  • Liminal Warmth 

    I came across this blog via the Twitter account @liminal_warmth. I was deep into several posts that grabbed my attention. There are lots of essays so I reached out to ask for which posts LW recommends. And voila, this thread will get you started.

    LW lives their own divergent script so it’s not surprising that the writing is unique and provocative. In addition to living in a van in a desert and writing tons of fiction, LW is a solopreneur/freelancer with tons of hard and soft skills for hire.

    I’ll single out an excerpt I found resonant from The Weirdness of Becoming Attractive in Your 30s (Link):

    Weirdly enough developing more empathy and more compassion and listening more and being more respectful of other people started working its way into my feelings toward myself… and I started hating who I was a little less. And I realized for the first time that attraction is as much about how you make other people feel as how you look (and arguably much more important). This completed a puzzle piece in my communication style that had always been missing. And it was so weird because I suddenly had this massive wave of empathy for everyone around me and I wanted everyone to feel special and pretty and liked because I knew how much it hurt to not feel that way. So again, I spent more time being actively interested in other people and trying to make them feel good and got more feedback loop results where I got positive attention in response and I felt amazing that I was able to make other people feel good and happy too.

    There’s nothing more addicting than watching people believe in themselves. Just observe a kid that learned to ride a bike or swim. I have a saying that compliments are the cheapest source of capital. Not in a fake or hollow way. But when someone is just doing their thing and you notice it’s awesome, even if it’s not grandly remarkable, just tell them. It unlocks people in a way that everyone wins.

  • The Scarcity Struggle (essay)
    @NeckarValue

    This post is an outstanding reference for battling a zero-sum mindset. It chronicles the author’s own journey but many of you will be able to relate. It’s much better than my own writing on the topic so I will just leave you to read it.

    It reminds me a hack we use around our house: “You can’t be negative when you are in state of gratitude”. You are the object of someone else’s envy for one reason or another. Everyone is dust eventually. No point in doing anyone else but you.


The Money Angle

If “high” was expensive and “low” was cheap then trading would be easy. I’ve discussed this tension in:

I was recently asked the following question:

Hey Kris, got a beginner question for you if you have some time. Why do people recommend selling ATM spreads instead of slight OTM? If there’s a smile, it seems to make sense to sell the higher IV wing.

Re-stated more generally, the question is:

Why would I ever buy a higher IV or “skewed” option to sell a lower IV option?

You can get into a long discussions about greeks, liquidity, jump probabilities, distributions and their moments, and spot-vol correlations. They will all lead you back to the idea that “high IV” doesn’t mean expensive IV. It’s not an encouraging answer if you are looking for simplicity.

But let me offer a constructive perspective to help you along.

It’s not hard to understand why skew exists in option markets:

  • supply/demand of risk (ie hedging and overwriting flows)
  • correlations increasing when risk premiums expand (here’s my thread on dispersion)
  • fundamentally, a stock is more levered when it’s equity value falls

In addition to those, I’m sure there are technical (ie lots of math) reasons involving jump models and higher statistical moments. I’m not smart enough for that. Many option traders probably aren’t. But one of the ways to survive/thrive is to take a more intuitive approach.

The logic flows as follows:

  1. Markets are pretty smart. It’s naive to think “high” equals expensive.
  2. Implied vols are a useful ruler for comparing vols but I can’t read too much into them as valuation tools since the underlying distributions are unknowable.
  3. Market prices contain extra intelligence or assumptions about a stock’s distribution but Black-Scholes assumes a singular distribution leading to differential implied vols. (Those differences are a fudge because we are standardizing the underlying distribution, even though we know the market is capable of handicapping a multitude of conditional distributions.)
  4. Focus on relative pricing to make your process less model-dependent. This lets the model errors “cancel out”.

Here’s an example of this relative thinking that I explained to the learner:

Suppose I found 20 reasonably correlated names that all have skews more expensive that at-the-money IV. If you sorted the skewed options as a percent of ATM vol there would be a top half and bottom half of expensiveness. But if you looked at just the cheapest one naively in isolation you would want to sell the skewed option. But zoomed out in a cross sectional view you would have wanted to buy it.

If you are only trading one name you are in the domain of my post Structuring Directional Option Trades. In this case your fundamental analysis is upstream of your option trade expression. So be careful about mixing up vol trading which requires a zoomed out lens and directional options trading which requires a deep  understanding of a single name’s distribution (see Real Talk On Options Trading).

A possible compromise between the approaches is to look at a time series of the skew relative to ATM to see if it’s low end or high end of normal. This will still deceive you in cases when all the skews in the market converge. For example when all skews in the market are “high”, if you look at your name in isolation you still won’t know if it’s relatively “high”. A proper cross-sectional method will benchmark to a liquid name or basket that can be considered “fair”.

So that’s 3 lenses. Cross sectional, fundamental, and time series. It would be nice if your trade idea looked good on a all 3 filters, but option traders usually have limited visibility into fundamentals so it’s too high a bar for pulling a trigger.

How can option traders make up for that incomplete picture? The same way poker players use betting patterns to narrow a hand.

Here’s a clue:


Last Call

On the drive up to Tahoe, Yinh had me listen to her latest obsession. The Smartless podcast. It’s hosted by Jason Bateman, Will Arnett, and Sean Hayes. The setup is fun. Each episode, one of the hosts surprises the other two with a guest from their Rolodex. All three episodes I listened to were great — Tina Fey, Julia Louis-Dreyfus, and Mitch Hurwitz (creator of Arrested Development). The podcast has amazing behind-the-scenes energy and you pick up many nuggets about how showbiz works. As you might expect, these hosts’ ability to riff on their feet is other level compared to most pods.

Listen at Smartless

I’ll leave you with one of Arnett’s throw-away comments:

“Life is all vibration. You get back what you put out there.”