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A Constitution for Teenage Happiness Ruby LaRocca

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Photo illustration by Laura Weiler for The Free Press

Back in June, when we announced our first-ever high school essay contest, we invited teenagers to describe a problem troubling American society—and how they would fix it. We told young writers that we were especially interested in hearing about challenges older generations have misunderstood, missed, or maybe even created. 

More than 400 teenagers entered our competition. Yesterday we introduced you to two promising young writers: Caleb Silverberg, 17, who wrote “Why I Traded My Smartphone for an Ax” and Isabel Hogben, 16, who wrote “I Had a Helicopter Mom. I Found Pornhub Anyway.” 

But out of the hundreds of essays we read, one writer really stood out: 17-year-old Ruby LaRocca from Ithaca, New York. 

Ruby is a homeschooled rising senior. She told us she entered the contest because she believes in our mission of finding “the people—under the radar or in the public eye—who are telling the truth.” In addition to a lifetime subscription to The Free Press, Ruby’s essay has won her a $2,000 cash prize.

The Free Press high school essay contest winner Ruby LaRocca.

When we tried to reach Ruby to tell her about her win, she gave us the number for her mother’s cell phone because she doesn’t have one of her own. And when we asked her to respond to some of our edits, she said she’d tackle them as soon as she was done “putting in 15-hour days at a Latin program. I translated about 500 lines of the poet Propertius today!” 

All of which is to say: Ruby lives by her ideals, as you will see below. We look forward to seeing what she does next and we’re sure you’ll understand why. —BW 

When people ask me why I sacrificed the sociable, slightly surreal daily life at my local school for the solitary life of a homeschooled student in 2021, I almost never reveal the reason: an absence of books.

For many students, books are irrelevant. They “take too long to read.” Even teachers have argued for the benefits of shorter, digital resources. Last April, the National Council of Teachers of English declared it was time “to decenter book reading and essay writing as the pinnacles of English language arts education.” 

But what is an English education without reading and learning to write about books? 

Many of our English teachers instead encouraged extemporaneous discussions of our feelings and socioeconomic status, viewings of dance videos, and endless TED Talks. So five days into my sophomore year, I convinced my mother to homeschool me.

Distance from high school affords a clearer view of its perennial problems. As I head into my final year of homeschooling, I often think about the dilemma in American education, which perhaps should be called the student crisis (it’s also a teacher crisis). Students and teachers are more exhausted and fragile than they used to be. But reducing homework or gutting it of substance, taking away structure and accountability, and creating boundless space for “student voices” feels more patronizing than supportive. The taut cable of high expectations has been slackened, and the result is the current mood: listlessness.

Like human happiness, teenage happiness does not flourish when everyone has the freedom to live just as they please. Where there is neither order nor necessity in life—no constraints, no inhibitions, no discomfort—life becomes both relaxing and boring, as American philosopher Allan Bloom notes. A soft imprisonment.

So, here is my counterintuitive guide for teenage happiness:

#1. Read old books.

In Alan Bennett’s The History Boys, the profoundly human (i.e., imperfect) teacher, Hector, reminds his students that “The best moments in reading are when you come across something—a thought, a feeling, a way of looking at things—that you’d thought special, particular to you. And here it is, set down by someone else, a person you’ve never met, maybe even someone long dead. And it’s as if a hand has come out and taken yours.”

Today’s teachers and students talk a lot about “relatability”; they want to see their own lives and experiences reflected in the books they read. I, however, am electrified when a book gives me the feeling Hector brilliantly describes—words from someone who is not at all like me, from a very different time and place, yet speaks words that feel written just for me.

Books that are “representative,” that are more easily “absorbed,” undermine the main reason to read them: to push readers beyond themselves in uncomfortable and productive ways.

Bloom wrote about the disappearance of books from our educational lives back in 1987. Books, he argued, “are no longer an important part of the lives of students. ‘Information’ is important, but profound and beautiful books are not where they go for it. They have no books that are companions and friends to which they look for counsel, companionship, inspiration, or pleasure. They do not expect to find in them sympathy for, or clarification of, their inmost desires and experiences.” 

The worst part is that we students are blind to the extent of our loss.

#2. Memorize poetry. Learn ancient languages.

In another scene from The History Boys, one English schoolboy preparing for Oxbridge entrance exams, Timms, asks Hector why they are reading the poetry of A. E. Housman instead of doing something “practical.” 

Timms: I don’t always understand poetry!

Hector: You don’t always understand it? Timms, I never understand it. But learn it now, know it now, and you will understand it. . . whenever.

Timms: I don’t see how we can understand it. Most of the stuff poetry’s about hasn’t happened to us yet.

Hector: But it will, Timms. It will. And then you will have the antidote ready!

Like Timms, I sometimes don’t understand what I’m learning or memorizing when I study poetry, but I believe Hector when he says it prepares us for the very real events of the world—going to war, falling in love, falling out of love, making a friend, losing a friend, having a child, losing a child. 

Understanding ancient authors as they understood themselves is the surest means of finding alternatives to our current way of seeing the world. It is what Bloom calls one of the most awesome undertakings of the mind. The first step to reading ancient authors is learning ancient languages—Latin, Greek, Sanskrit, Old English. I have found the work of learning languages and the difficult art of translation to be the most taxing and pleasurable method of training my brain, combining technical rigor with poetic insight. It doesn’t matter if all the hours you spend studying gerundives, middle-passives, and semi-deponents seem to offer no immediate service. Learn them. It will serve you in a way you don’t yet know.

#3. Learn from the monks, and slow your pace—of reading, of writing, of thinking.

Someone once told me that I look like Martin Luther—you know, the sixteenth-century German clergyman who called for reformation in the Catholic Church. This comment referred to my bangs, which are somewhat short and monastic. I think it’s funny that my hairstyle echoes my lifestyle. I wake up at 6:00 a.m., work alone for many hours on subjects that seem arcane—Latin, German, applied mathematics—spend more hours caught up in an actual printed book, and get to bed at a very reasonable, grandmotherly hour (we have a family saying that “nothing good happens after 9:07 p.m.”). 

I used to think speed equaled competence. If you’re a motivated student, you may find yourself on the “accelerated” track. Instead of learning things that challenge you, you are simply rushed through the curriculum, “covering” concepts at a faster rate than your peers. Since I transitioned to homeschool, I never move on from a problem or subject before I am ready. I find knowing that I truly understand something—or at least, have spent time trying to know it, thus expanding my mind—far more rewarding than the fleeting frisson of being the first to finish.

#4. Learn how to conduct yourself in public.

It all begins with knowing how to arrange your face when having conversations with real, living people. No one wants to talk to someone who has a slack jaw and glazed eyes, who yawns openly, who doesn’t laugh at jokes or nod in recognition. Too many Zoom school sessions involved speaking into a void of faceless boxes.

So for my seventeenth birthday, I threw an intergenerational celebration of First World War–era poetry. I labored lovingly on a historically accurate chocolate cake modeled on the trenches and the waste of No Man’s Land. When I told my best traditional high school–aged friend to come with her favorite war poem, she said sarcastically, “It will be so hard to choose.” I invited my favorite teachers, family members, and friends of my parents. A little weird, but it was a great party, and the conversation flowed.

Part of learning how to conduct yourself in public is learning how to interact with people of different ages and experiences—who read different books, watch different shows, and grew up in a different time than you. 

#5. Dramatically reduce use of your phone.

The final key to being a happy teenager is to do away with the “machine for feeling bad,” as we call it in my house. Seriously, walk away from your phone. You’ve seen the statistics, you’ve read the Jonathan Haidt articles, and you’ve watched that Netflix documentary with Tristan Harris. You know it’s bad for you. 

But let’s make it more concrete. Having a phone in your pocket is like always carrying around a glazed donut that constantly tempts you to snack on it—but if you do, you know it will ruin your appetite.

Sure, the phone is a good way for people to get hold of you—just like smearing yourself with blood before you go swimming in shark-infested waters is a good way for sharks to reach you. Now how appealing is that?

My roommates at Latin summer school, a group of some of the kindest and sanest teenagers I have ever met, agree that most of their friends are unhappy and anxious. 

“I wish there were higher standards for us,” said one. Another declared, “I wish we had higher expectations for what we learn.” Teenagers actually crave self-guided, unstructured time and the kind of rigor in school that makes you feel energized, not enervated. 

My suggestions for teenage happiness are, I know, unlikely to appeal to the intended demographic. And yet I hope my peers will hear me: if you choose to take on three out of five of these precepts, I guarantee your heart will stop sinking. 

If you support our mission of nurturing the next generation of independent journalists, become a Free Press subscriber today:

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Also: We’re hosting our first live debate on September 13 at the Ace Theatre in Los Angeles! Has the sexual revolution failed? Come argue about it and have a drink. We can’t wait to meet you in person. You can purchase tickets now at thefp.com/debates.

 

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Learning from Oddballs K.L. Evans

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K.L. Evans with her daughter, Ruby LaRocca, the winner of our first-ever high school essay contest. (Photo courtesy of the author)

At the end of August, we ran a special series on What School Didn’t Teach Us, in which Joe Nocera described his path into journalism and Julia the Intern explained why she wanted to try farming before taking up her place at Stanford. (You can catch up with it.)

In response to the series, we got a letter from K.L. Evans, who homeschooled her daughter Ruby LaRocca—otherwise known as the winner of our first-ever High School Essay Contest. Last year, Ruby wrote us a gorgeous Constitution for Teenage Happiness. Reading her mother’s letter—about what you can learn in school, if you have the right teacher—we now get how Ruby ended up so wise beyond her years.

The best students are the bad ones. That was my great discovery in school. I was not belligerent or idle, just a little deviant. Dreamy. I would dodge what I was supposed to be doing and work industriously on projects that were not asked for and would never have been assigned. (Bold, unwieldy affairs that required enormous effort and patience and drew tiny audiences.) I tortured and enjoyed myself. Pondered long and earnestly on how I should make use of my life. I met with many successes but of a kind so marginal they scanned as failures. People found me charming and ridiculous. 

My favorite teachers were the same: unpredictable, untidy, gifted in a way that only a handful of people appreciated. They tended to be honest, and so uncertain about their own effectiveness. Both exacting and affable. Bound absurdly to the twin demands of scholarship and art. Never friendless, but often lonely. (I know because eventually I became one of them.) I found my teachers in old books, in novels and plays and films, and occasionally in real life. Some who I knew in person were just assigned to me, and I had the good sense to cling to them like a barnacle. Some wrote books that taught me how to think, and once in a while I would be brave enough to send a letter to one of these hardworking scholars, and the most generous of them would write back. Corresponding with lively intellectuals far beyond my limited circle of acquaintance was almost as exciting as coming to understand with profit those playful, dynamic, radical works of education sometimes called “classics.”

A classic is one of those rare, synoptic books around which a whole life can evolve, or which becomes deeper as one becomes deeper. That’s why classics have what Ezra Pound calls “a certain eternal and irrepressible freshness.” They do not reinforce but challenge our habitual, settled ways of thinking—which is perhaps why so many people assiduously avoid reading them. As the playwright Alan Bennett jokes, “A classic is a book everyone is assumed to have read and often thinks they have read themselves.” Of course, school is not the only place one could find readers of such books, but in my experience, school was where you found them. (Even if on the perimeter, without a formal position.) 

My point is that the experience of formal education missing from the Editors’ recent investigation into “What School Didn’t Teach You” is the one clung to by the most serious teachers and students: Those eccentrics and oddballs who associate school with the charged, productive space one person opens up for another. The philosopher Stanley Cavell said a teacher is any person who “shows one a way to do relevantly and fruitfully the thing one had almost given up hope of doing.” According to this view, “school” is where students find (only by looking) teachers (not all, not most, but a small, animated faction) game to ward off the stultifying atmosphere in which educators take up a mode of explanation premised on students’ inability—in which teaching assumes the form, “I must explain this to you, since you cannot understand it yourself.” Most people feel fondly about school in proportion to how much they practiced thinking, unraveling difficulties, for themselves. 

Schooling as I experienced it and tried to re-create for my students felt less conventional, more bohemian than the kind of pre-professional training the contributors to your series rightly fled—for the farm, the newsroom, or the workshop. A very clever friend of mine (one of those brilliant, legendary, unemployed intellectuals happily occupying what John Ashbery calls the “category of oblivion which increasingly threatens any artist who dares to take his own way”) says that human genius is like grass breaking through concrete; it persists even in situations of institutional hostility. School is and ought to be the straining, daring green and the crushing pavement—minus which the grass ain’t so beautiful.

Do you have a unique perspective on a Free Press story? Can you bring your personal experience or expertise to bear on an issue we cover? We want to hear from you. Send us a letter to the editor: Letters@TheFP.com.

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Introducing the First Class of Free Press Fellows Maya Sulkin

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Maya Sulkin is chief of staff at The Free Press. (via The Free Press)

When I joined The Free Press—then called Common Sense—as an intern in 2021, it was run out of a family group chat. Literally. 

Texts about what story from the news should we commission mingled with what we should order for dinner, and who was picking up the baby. There was no office, no HR department, and inevitably we went with Thai. 

I scored the job the way most Free Pressers do: a cold email. In mine, I wrote about losing friends, grades, and party invites because I was too stubborn—or perhaps too foolish—to censor myself on campus. I told Bari I’d be willing to sweep the floors. 

Instead, in my first week on the job, I sat in on an interview with Kim Kardashian from my dorm room. It was the most fun I had in my four years at college in the Covid era. And not just because my personal hero was on the other side of the camera—Kim, not Bari—but because it was the first time in a long time I hadn’t felt alone.

Overnight, I was working with people who left their jobs at places like The New York Times and NPR and Vanity Fair because, like me, they no longer belonged in the places that they worked so hard to get to. They became the most valuable mentors any young person could imagine. 

That summer I flew to California and became the first Free Press intern. It was. . . informal. My official interview was with Suzy on FaceTime. Early on I had to Uber a microphone from Andrew Sullivan’s house to Larry Summers’ for a podcast recording. I’ve taken out the trash and furnished an entire newsroom from Facebook Marketplace. I’ve traveled to Israel to cover the war in Gaza and to Palo Alto for an interview with Javier Milei.

We’ve buttoned things up a bit since I started. And we’ve grown. A lot. 

I have watched that little family group chat—and an office that was Bari and Nellie’s kitchen table—grow into a full-fledged newsroom. We still think of ourselves as an island of misfit toys, but when I really look, I see a hotbed of journalistic talent, doing agenda-setting reporting. I see an 800,000-person strong community of engaged, freethinking subscribers from all over the world. And we’ve found young journalists who embody our values: honesty, curiosity, respect, hard work, independence, excellence, common sense, and a belief in the American project. 

So today, we are thrilled to announce a new initiative: The Free Press Fellowship. It’s a two-year program for reporters and writers eager to pursue the kind of journalism that makes The Free Press live up to its name. 

The 2024–2025 Free Press Fellows are:

Julia Steinberg (known far and wide as Julia the Intern) has been with The Free Press since her sophomore year of college. In those two years, she has answered all of your “Where I TGs,” testified before Congress, and reported on the ground at the DNC. As a rising senior at Stanford, she will serve as the editor of The Stanford Review

Here’s Julia on her time at The Free Press: “This was my second summer at The Free Press. I chose to come back—and work part-time during the craziest school year I could imagine—because I was not treated with kid gloves. Interns are trusted to to pitch, report, and write stories, script podcasts, take on business projects, create videos, and so much more. (And yes, sometimes we make coffee.)”

Evan Gardner, a rising senior at Brown, has also been at The Free Press for two years. In that time, he spearheaded our Olympics coverage, traveled to Nashville to cover country music concerts, and installed Ethernet in our new New York offices. (Thank you, Evan!)

Here’s Evan: “I’ve learned how to follow an exciting idea from the chaos of my Notes app all the way to something worthy of the pages of The Free Press. My writing and my thinking have become more expansive, yet precise. Around the clock, there is never a dull moment with this lean but strong team, and there’s no place I’d rather be as we continue to bring you the history—and the madness—unfolding before us. I’ve never consumed this much Diet Coke in my life. I couldn’t be happier doing it.”

Elias Wachtel came to us this summer after finishing his junior year at Columbia, where he studies ancient Greek and classical political philosophy. He wrote about his time on the Appalachian trail and called for Gen Z to turn to national service. He commissioned freelance pieces, worked with editors, and contributed reporting to stories on West Virginia’s opioid settlement distribution and the psychological strain on elite gymnasts. 

Here’s Elias: “The most remarkable thing about interning with The Free Press is that they really care about hearing from us. I was shocked when I first learned I’d be allowed to write and publish this summer—in what other internship is that even possible? Before I started working here, I had been a longtime reader of The Free Press. At first, I was almost scared to see what it was like behind the scenes, lest I uncover some hidden angle, some well-kept secret that would shatter my faith in the project. But the wonderful thing about The Free Press is that it’s just what it promises to be: a small team of fiercely independent, curious thinkers who want to bring you the truth, each and every day.” 

Jonas Du became a Free Press intern through a Twitter DM he sent to Bari while reporting the Columbia campus protests back in May. 

In his time at The Free Press, Jonas has responded to an Atlantic article that argued conservatives benefit from the hostile environment of liberal college campuses, written about why the “authentic” social media app BeReal faltered, and appeared on NewsNation to talk about what young voters want from Harris and Trump.

“When you’re part of a company that’s truly new and disruptive, you can feel it every day. That’s why working at The Free Press this summer has been the best internship experience I could have wished for. After only a few months at The Free Press, it’s hard to imagine working for the legacy media. Every day, I see the real-world impact that reporters, editors, and producers sitting in the same room as me have on the national conversation. To be a part of that team, especially as a 21-year-old, is an opportunity I am incredibly grateful for.”

Last but not least, we are thrilled to welcome Danielle Shapiro

Danielle is currently a senior at Princeton University, where she studies political theory and history. She is the president emeritus of the Princeton Open Campus Coalition, which is committed to truth-seeking and academic freedom. Shapiro’s summer internships, at both Tablet magazine and The Wall Street Journal opinion page, have cemented her desire to pursue a career in journalism. “As someone who has been following The Free Press since its inception, I am so excited to join a growing team of motivated and thoughtful writers,” she said.

You’ll notice that the Free Press Fellows this year are all college seniors. You need not be a college student—or have ever gone to college—to apply to the next cohort. Indeed, we are especially keen to consider college-aged applicants from nontraditional or unconventional backgrounds. 

If that sounds like you, please apply here to be considered for The Free Press Fellowship program for 2025–2026. 

If you’d like to support our Fellowship program, and the next generation of free-thinking journalists, become a Free Press subscriber today:

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And if you’re already a subscriber—tell us how you really feel!

We want to learn more about you and what you’re craving from The Free Press. Click here to complete a quick survey to help us make our work (even) better. Plus: Everyone who completes the survey will be entered in a raffle to win Free Press swag.

 

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September 19, 2024 Heather Cox Richardson

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