Why is it so hard to say the words that matter before it’s too late? In the final installment of our Chekhov trilogy, host Lev Lesokhin explores "About Love" (1898). This is the story of Alehin and Anna Alexeyevna, two people who spend years in a state of quiet, agonizing mutual attraction, only to confess their love at the moment of permanent separation.

This story puts on full display the "Chekhovian" nature of missed connections and how the social restrictions we build for ourselves, such as morality, obligation, and fear, often prevent us from living authentically. We look at why this 19th-century masterpiece is the ultimate precursor to the modern situationship and the YOLO notion of today.

What is the price of a personal paradise? Join host Lev Lesokhin for the second installment of our Chekhov trilogy as we explore "Gooseberries" (1898). In this episode, we follow the story of a man obsessed with buying a country estate, partly to grow his own gooseberries, and the brother who watches this "success" with a mixture of pity and disgust.

This story explores the notion of happiness and its flipside - suffering. Some of the questions it raises are deeply personal and philosophical. Can anyone truly be happy? Is happiness an illusion of the mind? Does happiness require those who are afflicted with suffering to suffer in silence? The story displays a postmodern self-reflectiveness, decades before Postmodernism comes into fashion. It leaves us with more questions than answers as a result, wondering whether we have our own secret version the gooseberry bush.

The Man in a Shell – 19th-Century Cringe

Description:

Is it possible to live your entire life in a "case"? Join our reading host Lev Lesokhin, NYC tech executive and bilingual Chekhov enthusiast, as we dive into the first installment of Anton Chekhov’s famous 1898 trilogy. This is followed by Gooseberries and then About Love.

In this episode, we learn of the neuroses of Belikov, a man so terrified of the real world that he retreats into galoshes and umbrellas, effectively "gatekeeping" his own happiness. We explore why this 19th-century character study is the ultimate example of cringe behavior. And how this doesn't help his situationship with Varenka.

Whether you are a fan of Russian literature, a student of psychology, or just here for the dry humor, join us at Club Chekhov to see why the "Small Man" of the Tsarist era is still alive and well in the digital age.

In this episode, we explore the life and legacy of Anton Chekhov—a writer whose quiet revolution in storytelling continues to shape how we understand modern life. The first such discussion between Alex Burry, a lit professor at Ohio State University and Lev Lesokhin, a tech exec and lifelong reader of Chekhov.

Born into a lower-middle-class family—the grandson of a serf who bought his freedom and the son of a struggling shopkeeper—Chekhov stood apart from many of his aristocratic contemporaries. His early experiences, along with his work as a physician treating peasants and laborers, shaped a literary vision grounded not in grand heroics but in the fragile dignity of ordinary people. His stories unfold in drawing rooms and provincial towns, over tea and casual conversation, where life’s most consequential decisions are postponed, deflected, or left unspoken.

We take a closer look at Chekhov’s so-called “trilogy of inaction”—The Man in a Case, Gooseberries, and About Love—three interconnected stories in which almost nothing happens, and yet so much is revealed. A marriage never proposed, a love never pursued, a life quietly narrowed by habit and fear: Chekhov shows how the drama of existence often lies in what fails to occur and how our own fears and wants can push us to extremes.

Along the way, we draw unexpected parallels between Chekhov’s characters and contemporary social language—“main character syndrome,” “the ick,” “situationships,” and the comedy of everyday awkwardness. Like today’s “shows about nothing,” his work finds humor and heartbreak in the mundane, capturing the subtle absurdities of social interactions with uncanny precision.

We also consider Chekhov’s intellectual relationship with Leo Tolstoy, whose moral seriousness and independent spirituality he admired, even as he remained personally nonreligious. And we explore Chekhov’s environmental imagination, reflected in figures like Dr. Astrov from Uncle Vanya, a character who plants trees as an act of faith in the future.

Though Chekhov once predicted his work would be forgotten within ten years of his death, this conversation argues the opposite: his pitch-perfect ear for human hesitation, compromise, and longing makes him feel not only modern, but urgently contemporary.

Club Chekhov is a collaborative reading and conversation series hosted by literary scholar Alexander Burry and technologist-reader Lev Lesokhin. Together, they journey through the complete works of Anton Pavlovich Chekhov, pairing close reading with lively discussion that bridges academic insight with contemporary curiosity.

Rather than treating Chekhov as a distant monument of “great literature,” the podcast centers on the ordinary lives he elevated: clerks, teachers, doctors, dreamers, and strivers navigating boredom, longing, pettiness, tenderness, and sudden flashes of grace. Burry brings expertise in Russian literature, language, and scholarship; Lesokhin brings the perspective of a modern bilingual reader fascinated by how 19th-century psychology anticipates today’s social and professional worlds. Their dialogue moves fluidly between the original Russian and English, between historical context and present-day relevance.

Episode by episode, the hosts explore how Chekhov’s subtle humor, economic realities, and emotional restraint reveal a society in transition—and why those same patterns feel uncannily familiar now. Whether you already love Russian literature or are vibing with Chekhov for the first time, Club Chekhov offers a thoughtful, accessible way into the quiet drama of everyday life and the art of what is left unsaid.