Issue No. 81  ·  May 14, 2026
Upper Middle Logo

Don't put all your eggs in one 529.

Get Your Personal Report: College and Self-Cultivation
In this issue
01 Dis-appointment Viewing ➼ On Wordle as ritual and TV
02 Sound Thunking ➼ On names and baby branding
03 Past Due ➼ On financial advice (in retrospect)
Upper Middle Illustration
 
Note Hey {{ first_name | Neighbor }}. Lots of early responses to the college survey and some good peer comparison data. Get in there if you haven't.
 
Also Taste Tests·Upper Middle Analytics·Class-ifieds
Upper Middle Illustration
Upper Middle Research

Newsletters schmoozeletters… let’s get you paid.

Upper Middle Research, our research platform, pays area experts up to $200-an-hour to participate in (non-NDA breaking, anonymous) professional focus groups and surveys. It’s not life-changing money, but it is really nice candle money – and better than a poke in the eye.

Get Paid →
Upper Middle Illustration
Status

Dis-appointment Viewing
NBC's new Wordle gameshow has a precedent, but no point.
Upper Middle Divider
This week NBC and the NYT announced a Wordle TV show hosted by Savannah Guthrie in which teams will compete in a "Wordle Arena" for cash. Aside from being a deeply peculiar set of words, the previous sentence is interesting because word-tile shows are a threadbare genre – GSN ran Lingo, which had a near identical mechanic to Wordle as recently as 2011 — and also because Wordle is less of a game than a daily observance of the Oat Milk Elite, a secular ritual designed to produce social proof with minimal effort. In a sense, this has always been the NYT’s stock in trade: shared experiences that don’t require sharing anything. Until recently, the shared experience was reading the paper. Now, Wordle has roughly 15M daily players (including Chicago Pope). A TV show is the obvious next step. NBC turned reading the morning newspaper into the Today Show in 1952 [1].
The proof is in the data. The global average Wordle score is 4.0 guesses [2]; the information-theoretic optimum is 3.42; a particularly skilled human’s average score is 3.5. In other words, Wordle does not, unlike Jeopardy or Track Star, require or reward skill (at least with small sample sizes). The reason for the game’s immense popularity isn’t competition, it’s the shareable grid Josh Wardle added in mid-December 2021 just before player counts spiked from the hundreds to the milliosn. That social component is the core mechanic. And people care: A 2023 study by Stony Brook professor James Dilger found 4,000–10,000 players guess the right word on the first try every day, 5-10x what chance would predicts. That means people cheat. They want to share, not play. Why would they want to watch?
 
The Corporate Bullshit Game
The Corporate Bullshit Game

Workers easily impressed by jargon and $10 words are also, studies suggest, unusually bad at their jobs. Find out if that's you.

Play
Upper Middle Illustration
Dept. of Scorekeeping
Elites Who Went To Their First-Choice School...
Upper Middle Analytics chart
College & Cultivation
College & Cultivation
Where you go to learn about yourself while under the influence in every way possible.
Take the Survey →
Upper Middle Illustration
Taste

Sound Thunking
How names betray ambitions.
Upper Middle Divider
Whatever else they might be – inheritances, burdens, generational callbacks – names are sounds. And human beings, whatever their names may be, tend to interpret sounds in predictable ways. The trochee, a two-syllable foot stressed on the first beat, sounds aggressive. Sonorance, the soft sound of exhaled consonants like L, R, M, and N, sounds gentle. And the plosive, the hard sound of bursting consonants like P, T, and K sounds domineering. Different sounds mix to produce different signals. Conrad sounds like he can fix a card game. Jaxxson sounds like he can fix a transmission. Bambi sounds like she can transfix a bachelor party. Penelope sounds like she can fix Conrad.

Status conscious upper-middle class parents seem to innately grasp these principles – even if they think plosives are a side-effect of taking a GLP-1. They know what sequences of sounds will help their kid get into Princeton.
Formula 1: plosive + creative spelling (Rejected)
Phonetically names like Braxlee and Kynzleigh are similar to preppy standbys like Bradley and Kinsey, but extended vowels and doubled consonants give away a discomfort with the clipped cadence of formality. The spellings sure don't help.
Formula 2: trochee + /i/ ending (Rejected)*
The high front vowel is the cross-linguistic marker of smallness and harmlessness present in "baby," "petite," and “Barbie.” The diminutive becomes a title. Kitty doesn't make partner.
Formula 3: sonorants + vowel ending (Rejected, but dating a sophomore.)*
Three or more syllables, dominated by L, R, M, N, ending on an open vowel. The sonorants signal warmth while the syllable count signals seriousness. Olivia sits by a window somewhere, reading.
Formula: plosive + consonant landing. (Accepted)*
Trochee, hard consonant at the front, final syllable that lands on a consonant rather than a soft vowel. Parker. Winston. No diminutive ending. Name sounds like a diktat. Margot fuck yourself.

image
 
DINNER PARTY ALPHA

Hellcare Regular is an illegible font for doctors. ➼ The Sheep Detectives is a good apparently?The Gap is getting I.P.-mined. ➼ Spotify wraps everything. ➼ Run clubs are monitoring I.C.E.Kallmeyer has good jeans.

Upper Middle Illustration
Class-ifieds
Reader listings — jobs, referrals, housing, and everything else
Blue Period Brief Residency
Traveling cross-country by train mostly and ultimately to a seaside wedding in LA but before that some days in Santa Fe around July 8. Seeking a walkable-to-downtown rental. Low maintenance old guy revisiting school days and friend to all dogs.
Reply →
Ghost in the Eames House
Former ELLE Decor writer with fifteen years of beautiful rooms and a Columbia J-School degree now ghostwrites monographs for design firms and launches newsletters for designers who have something to say. Will not call your palette "curated." Will not describe anything as "a love letter to." Has never missed a deadline.
Reply →
Dangling Modifier Seeks Object
Supply chain professional (8 years, startup-fluent) and recovering English professor (15 years, semicolon-fluent) seeks CPG role, independent school lectern, or convincing reason to stop checking LinkedIn at 2 a.m. Remote or NE Ohio preferred. Contract or consultant work welcome. References funnier than this ad.
Reply →

How can we help you?

Place an Ad →
Upper Middle Illustration
Money

Past Due
A history of financial advice is bearish on financial advice.
Upper Middle Divider Joseph Moore
The smart money wasn't on Joseph Moore writing a bestseller. A history professor at Gardner-Webb University in Boiling Springs, NC, Moore's previous book — a study of Scottish covenant theology — didn't fly off the shelves. His latest, How to Get Rich in American History: 300 Years of Financial Advice That Worked (& Didn’t), is soaring thanks to a Gladwell endorsement and Adam Grant choosing it for his Next Big Idea Club. The hype is deserved. The book does precisely what the financial-advice industry has spent decades carefully not doing: perform an audit.
In Moore's telling, financial advice has always been iffy because getting rich is a messy process and different strategies work better at different times. In covering 300 years of American history and conventional wisdom [3], Moore uncovers a critical truth: America is not just the land of opportunity, it's the land of opportunism. Risk is rewarded.
Upper Middle spoke to Moore about economic doomerism, risk-aversion, marriage as LLC formation, and that time he accidentally rented a house to a human trafficking ring.
In a sense, your book is a rebuttal to the financial advice genre. It suggests there's no one way to get rich in America — that different strategies work at different times. What’s your take on financial advice as a genre?
Those books often miss a few things. They miss how much wealth building has always been about taking real risks on real opportunities, not just optimizing a portfolio. Risk is wildly over-rewarded in the American system in a way it isn't elsewhere in the world. Yes, disciplined savers can sometimes quietly compound their way to security, but mostly the path to wealth is messier and more entrepreneurial than that. The other thing those books miss is just how fast wealth can dissipate. Historically, roughly 90% of the grandchildren of the top 1% don't end their lives wealthy.

It seems like the index-investing, responsibility-first stuff is, in large part, a product of Baby Boomers having a really specific economic experience. Is that fair?
There's definitely some distortion there. If you were to go back in history and run the Baby Boomer playbook — work 40 years and invest 10% of earnings into stocks — starting every year from the American Revolution to yesterday, it would fail to fully fund a retirement nearly half the time.
It seems like that singular experience of public equities has reoriented people around a fear of losing rather than a desire to win.
To a degree, yes. We are more risk averse than we've ever been in what has to be the least risky age of American history.
One reason our risk-aversion is strange is that the American system gives people more help than they realize. Why don't we talk about that?
The single greatest financial invention in American history is the 30-year amortized mortgage. We can basically short the US dollar, because we know it's going to go down in value. At any time you want, you can take a lower interest rate, but nobody can make you go up. That's the government giving you a massive running start. People in other countries cannot believe we get this and we treat it like it's normal.
A lot of people operate under what I call the ‘7UP Theory of Capitalism’: The government shouldn’t intervene in markets. I call it that because 7UP used “to run these anti-caffeine ads that said ‘never had it, never will.’ Well, everyone drinks caffeine and the government always interferes in markets. Thomas Jefferson turned the US government into the largest lender in the history of the world – and that was before he bought Louisiana. The idea that government getting involved is unusual or bad is crazy. Many people underestimate their net worth by six figures because they don’t count government benefits.
This stuff is confusing to people because it’s politicized.
Part of what makes the book interesting is that it exposes how narratives about the economy and, more specifically, narratives about specific generational experiences of the economy often turn out to be horseshit.
In 1980 or '81, there was a book that sold almost 100,000 copies arguing that the middle class was dead and the Baby Boomers were screwed. The Boomers were about 30 at the time and interest rates had shot up — a new mortgage on a median home would have eaten 52% of the median household income. The case looked airtight. But the Boomers went on to do quite well. So when people tell me today that the system is broken and the next generation is doomed, I think: We've heard this before….
A word you use a lot in the book and that keeps coming up in this conversation is “family.” Why do we need to talk about family when we talk about money?
We always say America is an individualist country. But if you look at history, when people – mostly men – talked about themselves and their ambition, they were really talking about their whole family. The family part was just assumed. Now, we are hyper-individualized. We're delaying marriage and having kids. The trouble with getting married later is that it's like two private businesses forming a lightly bound LLC. It's not conducive to risk taking and diminishes the window for risk-taking. That leads to the sense that any discussion about money is about ‘me and my money’ — but most of American history would have been ‘us and our money.’
That said, there’s a specific group that stand out as bucking the trend slightly. Who couples at the highest rates? Professionals in the upper-middle class. Why? Because it works. The upper-middle class has adopted the marriage styles of the old working class. And that’s true across the political spectrum I know many burn-the-patriarchy feminists who live very traditional married lives.
So what does intelligent risk-taking actually look like for someone who's already comfortable?
It’s not HELOC-ing the house to buy Bitcoin — that's gambling. It looks like betting on yourself or betting on your spouse because they have a great idea or a great career opportunity. Is there something your family has that you can invest in as a business, as a career, as an opportunity — something with asymmetrical payoff? Historically speaking, that’s the path.
Last thing. You devote about three sentences in the book to the fact you once accidentally rented a house to a human trafficking ring. That is not enough sentences.
Fair. A woman rented one of my houses — lovely, college-educated, says she works for a temp agency and just took a promotion across town. Perfect tenant. Turns out she’s helping to operate a human trafficking ring bringing Haitian workers over the border to work in North Carolina's lithium mines. The FBI asked us not to evict her because they were investigating so we helped with the investigation. Hopefully the world is better because we did, but the house got trashed. The big lesson there: Passive income isn’t so passive most of the time.
 
How to Get Rich in American History
Joseph Moore’s How to Get Rich in American History: 300 Years of Financial Advice That Worked (& Didn’t) is available from Amazon, but honestly might take a second to actually get because it keeps selling out, which is great because he’s a very nice dude [4].
Andrew Burmon Footnotes
[1] I can’t for the life of me remember the name, but there used to be a show in NYC where a dude just literally pawed through newspapers. It was perhaps the best laundry TV premise of all time. [2] I’m sure yours is better and I can’t emphasize enough how little I care. [3] One wonders how historians will write about Jim Cramer after he eventually talks himself to death. “Prone to oracular pronouncements, Mr. Cramer’s predictions were a powerful indicator of what the market was not about to do. He was beheaded in the Short Seller riots of the early 2040s….[4] He recommended the book The Bourgeois Virtues to me and it’s really interesting (if a bit thick).