UPPER MIDDLE: Incivility Spirals & Deduct Tape
And Brock Purdy's weird equestrian schtick.
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Making the Best of a

Good Situation

Upper Middle helps high-income, high-stress Americans keep score, keep perspective, and keep it together while living busy, joyful lives.

 

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S T A T U S

 

Political debates have been getting less and less civil – as measured in incidences of both honorifics and insults – since Dewey “defeated” Truman. The rhetorical race to the bottom has followed the “incivility spiral,” a schema described by organizational behaviorists Lynne Andersson and Christine Pearson in 1999: Individuals in a workplace treated rudely begin treating others rudely until whole organizations are consumed by antisocial behavior. Subsequent “spiral” research (also, common sense) suggests spirals can be set off by one bad actor, but in the case of debates it wasn’t Trump. This has been going on a while. Blame Ike or Lyndon Johnson, who once said of Gerald Ford: “He’s a nice guy, but he played too much football with his helmet off.” [1]

 

Video of Beyonce dancing at the Nantucket wedding of Samantha Greenberg, her former assistant, went viral this week. Pure status pornography. The Queen attending a peasant wedding? The very stuff of modern (and 16th century) dreams.

 

On Sunday, 49ers QB Brock Purdy, a certified Good Ol’ Boy, starred in a new shitkicker campaign for Ariat, which is now a cautionary tale about the dangers of elite success. Founded in 1993 by Stanford MBAs turned Bain consultants for Reebok, Ariat put sneaker tech in riding boots and got big with jockeys and horse girls. But interest in horse racing and English riding decreased sharply starting in the late aughts as sports betting got easier and the recession cut into barn fees. At the same time, cowboy boots (2023 CAGR 6.7%) got hot. Ariat recast itself, selling cowboy apparel. In the new campaign, Purdy urges viewer to not “let the world tell you who you are.” That’s some tough talk from a dude in equipause outfit.

 

SHIBBOLETH OF THE DAY: You’re watching the debate with a former competitive debater (presumably, there were no other options). She keeps saying, “That’s a ‘K!’” What is she talking about? (Answer in the Footer)

Upper Middle Way: Advice for Sophisticated Living

Revenge of the

PETITE

BOURGEOISIE

Kamala Harris has a barely hidden Upper Middle problem. She’s finally addressing it.

The conventional wisdom going into tonight’s presidential debate is that Harris has the Upper Middle sewn up while Trump has built a coalition of aggrieved working class voters and tax-averse billionaires. But that’s not exactly the case. The “petit bourgeoisie,” the richest people not-so-rich towns – many of them entrepreneurs or business owners – swing hard Trump, a fact documented in Arlie Hochschild’s new book Stolen Pride. This goes a long way to explaining Harris’s proposed 10x increase in startup deductions announced last week. Apparently, her staff is paying attention to layoffs, business starts, and entrepreneurship through acquisition.

 

She is trying to sew up the Upper Middle. She’s just not there yet.

 

As it stands, new small businesses can deduct $5K on their taxes. Harris proposes letting them deduct $50K in order to make the starting up process a bit easier. That makes a ton of sense as an economic priority given that, prior to the pandemic, the fraction of new businesses as percent of all US businesses had been cut in half since 1978, a decline seen across 50 states and just about every sector. Between 2009 and 2019, roughly 400K new businesses launched annually. That’s feeble. Interestingly, the decline in entrepreneurship was even strong among college grads, dropping from roughly 12% in 1985 to 5% in 2014.

 

Though the pandemic served as an accidental corrective to the tune of 24% (conservatively half of those businesses sold candles), the numbers remain poor. That’s particularly worrying right now because (as we’ve covered before) there’s an assault on the exact sort of people (let’s call them the Unfounding Fathers) who would have, were they part of a previous generation, run their own business. A third of layoffs in 2023 targeted middle managers, up 10% over three years amid stagnating wages. These kind of lower management roles constitute 30% or corporate payroll and are responsible, according to Harvard Business Review research, for $3T in corporate waste annually. They aren’t coming all they way back. Which means more of those Upper Middle voters Harris counts on are likely to become entrepreneurs. We’ve gotta do something and there’s a huge and obvious opportunity in front of us. [2]

 

According to a New Edge Wealth study conducted earlier this year, roughly 51% of the privately held businesses (3M+/-) are owned by Boomers. That group is retiring en masse, which is why MBA programs at Yale University, Michigan, UChicago, Wharton, and Stanford have added new Entrepreneurship Through Acquisition courses. The Upper Middle is about to go head-to-head with private equity for $10T (give or take a T) worth of main street businesses.

 

Harris has set a goal of 25M business starts within her first term, building on Biden’s 19 million, which was less of a turnaround than a lingering symptom of the pandemic. Trump has promised help to entrepreneurs in the form of tax cuts (specifically for S-Corps), but his platform, which changes daily, includes tariffs that could balloon costs.

 

This is all to say that Harris is working overtime to attract support not just from the college-educate, urban Upper Middle – the much-maligned “Elite” – but from the “Petit Bourgeoisie,” which is critical for her and her alliance not only because of the Electoral College, but because it’s about to get harder to delineate those two groups.

Pull Quote: Diana Vreeland on Bad Tase

T A S T E

 

The aughts nostalgia – Oasis, tracksuits, big glasses, blokecore – is hitting hard. Over at 8Ball, trend tracker Sean Monahan suggests that this will lead to increased interest in nineties nostalgia among hipster sorts looking to differentiate themselves. He calls this “bidirectional nostalgia” and defines it as “the flight of the cool kids to adjacent decades and aesthetics.” That explains the proliferation of slip dresses downtown.

 

The iPhone 16 was released Monday to the sound of crickets. The latest iOS has some cool features – email summaries and other AI functions – but doesn’t feel worth the price ($799) or the hassle. As Ian Bogost succinctly puts it over at The Atlantic: “To update is to engage with the discourse on updating.” The new iPhone is kinda cool! That prospect is not.

 

The tartan trend (previously explored here in regards to the re-animation of Vivienne Westwood’s corpse) is gaining momentum. The pattern was in heavy rotation at Tommy Hilfiger’s SS2025 show on the Staten Island Ferry. The inevitable rise in power-clashing is going to be a visual nightmare.

OBSCURE ARTIST OF THE WEEK: Tilo Baumgartel is a German painter and New Leipzig School grad (think: Commies). He paints industrial dreamscapes, but –Gorey flourishes aside – it’s the narrative quality that stands out Also, brushwork. The work sells for mid-five figures. [3]

Coffee Table Book Review Header

Nothing speaks to connoisseurship quite like having a bunch of big-ass books laying around. Here are the best new cultural-signifiers to pile on your TK coffee table or place just so on the meuble de salle de bains.

 

Coffee Table Book Scatterplot
  1. Marvin E. Newman. The mid-century street and magazine photographer is getting a bit of a cultural reconsideration. The work feels adjacent to Garry Winograd, but a bit more colorful. The Wall Street work and golf photo essay for Sports Illustrated still stand out. ($80, Taschen)
  2. Lily Pulitzer. The ubiquitous high-prep brand is celebrating 65 years with a punch in the eye of a book full of Slim Aarons pics and Jackie Kennedy portraits. Lily Pulitzer has perpetuated some cultural crimes (see: the nineties) and this is essentially a marketing pamphlet, but it’s an unexpectedly cool marketing pamphlet. ($105, Assouline)
  1. A1000XBetter: A Rebel by Design * Interiors by Kirsten Blazek: A collection of the work of Blazek, the Scottish nurse turned Malibu eclecticist is pure decor inspo. That’s not a critique. ($55, Rizzoli)
  2. The Art of Gothic Living. This slight compendium captures 15 homes decorated by to death, as it were. Less groundbreaking than a grave, but still fun. ($28, Union Square & Co.)
  3. The Tennis Court. This global exploration of courts sets out to democratize the baseline (and exploit the gift market [4]), but the standout pics are, of course, from more exclusive clubs. Weirdly well written! ($40, Artisan)

M O N E Y

 

The term “Founder Mode,” coined last week by Y Combinator co-founder Paul Graham in an apologia for hyper-aggressive micromanagement, is now in beta testing in boardrooms across America. The idea that managers should be handled roughly rather than empowered and given independence certainly makes some sense in early-stage situations, but this sounds like a license to ill-treat well paid employees. Another whack at the professional-managerial class.

 

New data from McKinsey suggests an increased seasonality to spending. Some 67% of high-income Millennials surveyed planned to splurge over the summer, but also find savings on basics. Basically, we’re now buying luxury goods on an ancient agrarian calendar, the bacchanal is over, and Persephone moping her way back to the Underworld.

 

We are all putting our cash in money market accounts. At 5.5%, who can blame us?

 

INSULTING COWORKERS: To increase deliverability (and amuse ourselves) we ask new Upper Middle subscribers to send short emails with descriptions of their least favor coworkers. Some highlights this week:

 

  • “Credit-seeking and dumb”
  • “Confident and incompetent in equal measure”
  • “TBH, smelly”
  • “Austin”

 

We choose to believe that last one wasn’t a name, but a description of someone who is way too goddamn Austin. We all know that guy. Met him at SXSW. (Reply with a description to join the fun!)

NOTES & FOOTNOTES

 

[1] Gerald Ford probably played too much football without a helmet. But, hey, so did the Kennedys.

 

[2] Any Millennial with a certain amount of money in the bank is starting to think about cashflow businesses. This is especially true of people who have worked at or run VC startups. As one of those people, I look at laundromats with a genuine hunger in my eyes.

 

[3] I own a few prints, which are more affordable. I hung one over my son’s bed. That should be good for like 10 hours of therapy.

 

[4] The book gifting market is really, really big and might actually be the only part of the publishing business – this newsletter aside, of course – that’s actually growing. Someday, our children will inherit libraries full of David LaChappelle photography books. Oh well.

 

SHIBBOLETH OF THE DAY

A “kritik” (it’s German) is commonly referred to as a "K" by debating people and describes the moment where a fundamental assumption is challenged or questioned. This is considered a big deal.

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