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Michael Astorino’s ‘entrepreneurial and creative spirit’ paying off at Wesleyan University

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Michael Astorino’s ‘entrepreneurial and creative spirit’ paying off at Wesleyan University

Michael Astorino recently walked into his favorite campus smoothie shop with two things in mind: an order and an offer. He cued up his laptop and gave the owner a pitch deck presentation, which was meant to benefit his Wesleyan University basketball teammates while also helping drum up business for the store.

The deal: If she gave players 50 percent off their smoothies for a limited time, he would create a mini-campaign for her — complete with digital content promoted on social media — in conjunction with Wesleyan hosting games on the first weekend of the Division III men’s basketball NCAA Tournament. An arrangement was agreed upon.

Wesleyan (26-1) begins NCAA Tournament play Friday night at home against Delaware Valley (15-12). The winner advances to a second-round game on Saturday night. If you should be in Middletown, Conn., from 9 a.m. to 3 p.m. on Saturday, you can stop by The Fresh Monkee, order from the signature player smoothie menu and receive 25 percent off — all because Astorino saw a name, image and likeness opportunity.

Wesleyan is having a historic season, earning the No. 1 overall NCAA Tournament seed while setting the single-season program record for wins. The Cardinals will attempt to make it out of the first weekend and reach the Sweet 16 for the first time. Yet one of their most intriguing stories comes from someone who likely won’t play.

Astorino, a 6-foot-5, 195-pound junior from Upper Dublin, Pa., has appeared in five games all season for 11 minutes. He doesn’t have a large personal brand. As of mid-week, his Instagram account had 2,289 followers, and his X account had 148 followers. Still, he has managed to carve out a niche in the NIL space, unlike many college athletes at lower levels, through an insatiable curiosity and work ethic.

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Astorino, who has partnered with more than 15 brands, co-founded an NIL agency. He earned a part-time job as head of partnerships for a vegan protein company that stemmed from an NIL deal. He is even co-facilitating a “Wesleyan Shark Tank” course that teaches students how to pitch businesses to potential investors.

“He has an entrepreneurial and creative spirit that is in the top 1 percent of guys that I’ve coached,” Wesleyan basketball coach Joe Reilly said. “He’s in good company. I think the difference with him is that he’s taken a non-traditional path, and there’s no blueprint for it. He’s creating it himself. That within itself is the most impressive part.”


Michael Astorino has appeared in just five games for a total of 11 minutes this season. (Courtesy of Wesleyan Athletics)

Most people likely think of NIL opportunities as they relate to Division I players or the best players on major sports programs at lower levels. Astorino is proof that ambition and hustle off the court are just as important, if not more, because there are few collectives or agents for Division III players.

Astorino said he was inspired, in part, by Jack Betts, who played football in the same conference at Amherst College and graduated in 2023. Betts said he earned around $9,500 combined in free product and total compensation. But he amassed more than 35 NIL-related deals, earned the moniker “The King of D3 NIL” and used that experience to found The Make Your Own Legacy Academy, a first-of-its-kind NIL education solution created to help underserved small-market athletes.

When Astorino was a freshman, he reached out to Betts seeking advice.

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“I told him, if you want to find success in this realm, you’ve really got to go out there and get it,” Betts said. “It’s going to be difficult. There’s going to be a lot of no’s coming your way. But it doesn’t matter how many no’s you get. It’s not the end of the world. It just matters about that one brand that says yes. It just matters about that one contact that’s like, ‘Yeah, absolutely. I’d love to sit down and chat.’”

Astorino attempted to connect with brands through email, Instagram direct messages or LinkedIn searches looking for a marketing representative at companies. He sought out brands he used in his daily life. He estimated that he sent 20 to 30 messages per day. His unique pitch to them was that he would not only represent a brand as a college athlete but that he would create engaging videos in exchange for free products.

“It was a lot of trial and error,” Astorino said. “I probably was just pumping out emails for the first couple months to see what hit.”

He said the first company to say yes was Air Relax, which sent him about $800 worth of product in compression boots for athlete recovery. He subsequently partnered with the cold-pressed juice brand Suja Organic, along with House Pickleball, Clean Energy and Spacemilk, a vegan protein brand whose founder was so impressed with Astorino that he hired him part-time to oversee social media strategy, influencer marketing and brand collaborations.

Astorino’s ambition wasn’t so much about money as it was to network and learn about the opportunities NIL can present. He estimates he has made roughly $1,000 with the rest coming in free product. His experiences in two years have allowed him to participate in NIL from three perspectives: athlete, agent and brand representative.

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Astorino thinks about ways to push something forward. He went to his local grocery store and convinced the owners to sell Spacemilk. When he was initially told the store didn’t have room on the shelves, he spent $75 to create a pop-up display with a big cardboard cutout that he set up at the end of a shelf.

“I’ve hired really expensive people, and you’ve got to hold their hand the whole way,” Spacemilk founder Walter Ross said. “And I wouldn’t hear from Michael for a week, and I’d check back in, and he’s crushed a mountain of deliverables and really pushed the ball down the field. And I’m like, ‘Dude, what? This is like some founder-level commitment that you’re just chasing after this and going for it.’”

Astorino’s foray into co-founding an NIL agency was the result of another cold outreach. His friend’s cousin is Nick O’Shea, a former kicker at Morgan State. O’Shea was thinking of starting Xtra Point Solutions when Astorino messaged him in February 2023 asking if he could be represented in exchange for designing graphics for the website and Instagram account. O’Shea wasn’t looking for a Division III athlete at the time, but he quickly realized Astorino had a legitimate interest in helping the business succeed.

“At first, I just wanted to help him feel included,” O’Shea said. “But then he started providing more value than I was providing in a lot of ways. It turned into me begging him to get on the calls with me.

“He does everything. Seriously, any meeting I go into, Michael’s there with me, whether it’s with the founder of another company, whether it’s with an athlete that we’re trying to recruit, whether it’s an athlete coming to us. Every single conversation. Even to the point where when we write for grants, we do it together. I tell everybody Michael came on as my digital wizard and turned into a wizard in every other aspect, too.”

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O’Shea said neither of them has brought in much money because the initial attempt was to find free product for athletes so the two could establish their names. They have helped find deals for more than 80 athletes.

The two partnered to earn a $25,000 grant from the United Way Foundation to conduct the Payton Harvey Cheer Camp in Detroit. Harvey is a former cheerleader at Michigan. Astorino set up registration platforms for the event through the agency’s website and managed T-shirt orders.

O’Shea, a Michigan native, has used relationships from his home state as the backbone for athlete partnerships. But Astorino has been integral in helping to secure athletes, including USC women’s basketball player and former McDonald’s All-American Aaliyah Gayles. Astorino attended IMG Academy in Bradenton, Fla., for three years of high school, captained and played on the “Varsity Blue” team below the national squad and had the trust of some of his friends to help start their NIL journeys.

“The best part about NIL for us was it’s so new that nobody could tell us that they were an expert and had so many years in the business because no one did,” Astorino said.


Wesleyan hosts Delaware Valley in the Division III NCAA Tournament on Friday night. (Courtesy of Wesleyan Athletics)

Wesleyan is a small liberal arts school that is among the most academically minded Division III programs in the country. U.S. News & World Report ranked Wesleyan in the top 15 for best national liberal arts colleges. Astorino is majoring in psychology because he said the school doesn’t have a business major. Both his parents were psychologists, and his older sister, Eden, will start graduate school in September in a doctoral psychology program. His dad, David, said the family has encouraged Michael’s creativity.

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“The only rules we have are you have to be a good person, and you have to find something that gives you energy and try to be the best you can at it,” David said. “Our kids are starting at a very good place in society and life. So in some cases, we just want to raise the bar higher for them.”

Astorino said his classes this semester are on Mondays and Wednesdays, which gives him time to balance everything else: workouts in the afternoon, practices in the evening, homework and his business endeavors. He is typically up by 8 a.m. and asleep by midnight. What takes up most of his time these days is the class he co-teaches as part of a for-credit student forum. His co-instructor, Ben Carbeau, is a senior and Wesleyan football player who already co-owns his own hard tea company.

The idea, Astorino said, is to prepare students to understand financial literacy, legal structure and public speaking. A recent class brought a Wesleyan alum and Harvard law graduate in to discuss how to become incorporated as a business and what constitutes intellectual property. The final project will consist of students pitching their businesses to Wesleyan alumni in a Shark Tank-style event on campus.

Astorino isn’t sure what he wants his future to look like. He has an opportunity to be a production assistant for two weeks this summer in Los Angeles on the actual television show “Shark Tank” because of a relationship he struck up with the show’s director, Ken Fuchs, a 1983 Wesleyan graduate. Astorino has a standing offer for a full-time job at Spacemilk upon graduation. There is also the NIL agency.

All Astorino knows is that he loves marketing and entrepreneurship. And, for now, he’s going to squeeze everything he can out of the Wesleyan experience, on and off the court.

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“I love having packed days when my Google calendar is booked end to end,” Astorino said. “I find it’s fun for me. It doesn’t feel like work. And some days it gets super busy and overwhelming. But I love it. If there’s any time to do that, it’s now in college when you’re young and have the energy.”

(Top photo: Courtesy of Wesleyan Athletics)

Culture

6 Poems You Should Know by Heart

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6 Poems You Should Know by Heart

Literature

‘Prayer’ (1985) by Galway Kinnell

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Whatever happens. Whatever
what is is is what
I want. Only that. But that.

Galway Kinnell in 1970. Photo by LaVerne Harrell Clark, © 1970 Arizona Board of Regents. Courtesy of the University of Arizona Poetry Center

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“I typically say Kinnell’s words at the start of my day, as I’m pedaling a traffic-laden path to my office,” says Major Jackson, 57, the author of six books of poetry, including “Razzle Dazzle” (2023). “The poem encourages a calm acceptance of the day’s events but also wants us to embrace the misapprehension and oblivion of life, to avoid probing too deeply for answers to inscrutable questions. I admire what Kinnell does with only 14 words; the repetition of ‘what,’ ‘that’ and ‘is’ would seem to limit the poem’s sentiment but, paradoxically, the poem opens widely to contain all manner of human experience. The three ‘is’es in the middle line give it a symmetry that makes its message feel part of a natural order, and even more convincing. Thanks to the skillful punctuation, pauses and staccato rhythm, a tonal quality of interior reflection emerges. Much like a haiku, it continues after its last words, lingering like the last note played on a piano that slowly fades.”

“Just as I was entering young adulthood, probably slow to claim romantic feelings, a girlfriend copied out a poem by Pablo Neruda and slipped it into an envelope with red lipstick kisses all over it. In turn, I recited this poem. It took me the remainder of that winter to memorize its lines,” says Jackson. “The poem captures the pitch of longing that defines love at its most intense. The speaker in Shakespeare’s most famous sonnet believes the poem creates the beloved, ‘So long as men can breathe or eyes can see, / So long lives this, and this gives life to thee.’ (Sonnet 18). In Rilke’s expressive declarations of yearning, the beloved remains elusive. Wherever the speaker looks or travels, she marks his world by her absence. I find this deeply moving.”

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Lucille Clifton in 1995. Afro American Newspapers/Gado/Getty Images

“Clifton faced many obstacles, including cancer, a kidney transplant and the loss of her husband and two of her children. Through it all, she crafted a long career as a pre-eminent American poet,” says Jackson. “Her poem ‘won’t you celebrate with me’ is a war cry, an invitation to share in her victories against life’s persistent challenges. The poem is meaningful to all who have had to stare down death in a hospital or had to bereave the passing of close relations. But, even for those who have yet to mourn life’s vicissitudes, the poem is instructive in cultivating resilience and a persevering attitude. I keep coming back to the image of the speaker’s hands and the spirit of steadying oneself in the face of unspeakable storms. She asks in a perfectly attuned gorgeously metrical line, ‘what did i see to be except myself?’”

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‘Sonnet 94’ (1609) by William Shakespeare

They that have power to hurt and will do none,
That do not do the thing they most do show,
Who, moving others, are themselves as stone,
Unmovèd, cold, and to temptation slow,
They rightly do inherit heaven’s graces
And husband nature’s riches from expense;
They are the lords and owners of their faces,
Others but stewards of their excellence.
The summer’s flower is to the summer sweet,
Though to itself it only live and die;
But if that flower with base infection meet,
The basest weed outbraves his dignity.
For sweetest things turn sourest by their deeds;
Lilies that fester smell far worse than weeds.

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“It’s one of the moments of Western consciousness,” says Frederick Seidel, 90, the author of more than a dozen collections of poetry, including “So What” (2024). “Shakespeare knows and says what he knows.”

“It trombones magnificent, unbearable sorrow,” says Seidel.

“It’s smartass and bitter and bright,” says Seidel.

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These interviews have been edited and condensed.

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Classic and Contemporary Literature From France, Japan, India, the U.K. and Brazil

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Classic and Contemporary Literature From France, Japan, India, the U.K. and Brazil

Literature

FRANCE

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According to the writer Leïla Slimani, 44, the author of ‘The Country of Others’ (2020).

Classic

‘Essais de Montaigne’ (‘Essays of Montaigne,’ 1580)

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“France is a country of nuance with a love of conversation and freedom and an aversion to fanaticism. It’s also a country built on reflexive subjectivity. Montaigne reveals all that, writing, ‘I am myself the matter of my book.’”

Contemporary

‘La Carte et le Territoire’ (‘The Map and the Territory,’ 2010) by Michel Houellebecq

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“Houellebecq describes France as a museum, where landscape turns into décor and where rural areas are emptying out. He shows the gap between the Parisian elite and the rest of the population, which he paints as aging and disoriented by modernity. It’s a melancholic and yet ironic novel about a disenchanted nation.”

JAPAN

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According to the writer Yoko Ogawa, 64, the author of ‘The Memory Police’ (1994).

Classic

‘Man’yoshu’ (late eighth century)

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“‘Man’yoshu,’ the oldest extant collection of Japanese poetry, reflects a diversity of voices — from emperors to commoners. They bow their heads to the majesty of nature, weep at the loss of loved ones and find pathos in death. The pages pulse with the vitality of successive generations.”

Contemporary

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‘Tenohira no Shosetsu’ (‘Palm-of-the-Hand Stories,’ 1923-72) by Yasunari Kawabata

“The essence of Japanese literature might lie in brevity: waka [a classical 31-syllable poetry form], haiku and short stories. There’s a tradition of cherishing words that seem to well up from the depths of the heart, imbued with warmth. Kawabata, too, exudes more charm in his short stories — especially these very short ‘palm-of-the-hand’ stories — than in his full-length novels. Good and evil, beauty and ugliness, love and hate — everything is contained in these modest worlds.”

INDIA

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According to Aatish Taseer, 45, a T contributing writer and the author of ‘Stranger to History: A Son’s Journey Through Islamic Lands’ (2009).

Classic

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‘The Kumarasambhava’ (‘The Birth of Kumara,’ circa fifth century) by Kalidasa

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“This is an epic poem by the greatest of the classical Sanskrit poets and dramatists. The gods are in a pickle. They’re being tormented by a monster, but Shiva, their natural protector, is deep in meditation and cannot be disturbed. Kama, the god of love, armed with his flower bow, is sent down from the heavens to waken Shiva. Never a wise idea! The great god, in his fury, opens his third eye and incinerates Kama. But then, paradoxically, the death of the god of love engenders one of the greatest love stories ever told. In the final canto, Shiva and his wife, the goddess Parvati, have the most electrifying sex for days on end — and, 15 centuries on, in our now censorious time, it still leaves one agog at the sensual wonder that was India.”

Contemporary

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‘The Complex’ (2026) by Karan Mahajan

“This state-of-the-nation novel, which was published just last month, captures the squalor and malice of Indian family life. Delhi is both my and Mahajan’s hometown and, in this sprawling homage to India’s capital, we see it on the eve of the economic liberalization of the 1990s, as the old socialist city gives way to a megalopolis of ambition, greed and political cynicism.”

THE UNITED KINGDOM

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According to the writer Tessa Hadley, 70, the author of ‘The London Train’ (2011).

Classic

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‘Jane Eyre’ (1847) by Charlotte Brontë

“Written almost 200 years ago, it remains an insight into our collective soul — or at least its female part. Somewhere at the heart of us there’s a small girl in a wintry room, curled up in the window seat with a book, watching the lashing rain on the window glass: ‘There was no possibility of taking a walk that day. …’ Jane’s solemnity, her outraged sense of justice, her trials to come, the wild weather outside, her longing for something better, for love in her future: All this speaks, perhaps problematically, to something buried in the foundations of our idea of ourselves.”

Contemporary

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‘All That Man Is’ (2016) by David Szalay

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“Though he isn’t quite completely British (he’s part Canadian, part Hungarian), Szalay is brilliant at catching certain aspects of British men — aspects that haven’t been written about for a while, now updated for a new era. Funny, exquisitely observed and terrifying, this novel reminds us, too, how absolutely our fate and our identity as a nation belong with the rest of Europe.”

BRAZIL

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According to the writer and critic Noemi Jaffe, 64, the author of ‘What Are the Blind Men Dreaming?’ (2016).

Classic

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‘Memórias Póstumas de Brás Cubas’ (‘The Posthumous Memoirs of Brás Cubas,’ 1881) by Machado de Assis

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“Not only is it experimental in style — very short chapters mixed with long ones; different points of view; narrated by a corpse; metalinguistic — but it also introduces an extremely ironic view of the rising bourgeoisie in Rio de Janeiro at the time, revealing the hypocrisy of slave owners, the falsehood of love affairs and the only true reason for all social relationships: convenience and personal interest. After almost 150 years, it’s still modern, both formally and, unfortunately, also in content.”

Contemporary

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‘Onde Pastam os Minotauros’ (‘Where Minotaurs Graze,’ 2023) by Joca Reiners Terron

“The two main characters — Cão and Crente — along with some of their colleagues, plan to escape and set fire to the slaughterhouse where they work under exploitative conditions. The men develop sympathy for the animals they kill, and one of them becomes a sort of philosopher, revealing the sheer nonsense of existence and the injustices of society in the deepest parts of Brazil.”

These interviews have been edited and condensed.

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6 Myths That Endure

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6 Myths That Endure

Literature

The Myth of Meeting Oneself

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“This is evident in Virgil’s ‘Aeneid’ (circa 30-19 B.C.) when Aeneas witnesses his own heroic actions depicted in murals of the Trojan War in Juno’s temple, and again in Miguel de Cervantes’s ‘Don Quixote’ (1605-15) when Quixote enters a printer’s shop and finds a book that has been published with fake details about his quest even as he’s living it,” says Ben Okri, 67, the author of “The Famished Road” (1991) and “Madame Sosostris and the Festival for the Brokenhearted” (2025). “In both stories, individuals throw themselves into the world and think they encounter objects, personae, obstacles and antagonists, but what they actually encounter is themselves. In our time, where our actions meet us in the echo chamber of social media, the process is magnified and swifter. Now a deed doesn’t even have to take place for it to enter the realm of reality.”

The Myth of Utopia

“I’ve always had trouble with the idea of utopia, feeling it derives its energy more from what it wishes to dismantle than what it wishes to enact,” says the T writer at large Aatish Taseer, 45, the author of “Stranger to History: A Son’s Journey Through Islamic Lands” (2009). “Ram Rajya, or the mythical rule of the hero Ram in the Hindu epic ‘Ramayana’ (seventh century B.C.-third century A.D.), like all visions of perfection, contains a built-in violence.”

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The Myth of Invisibility

“Invisibility bears power and powerlessness at the same time,” says Okri. “In ancient cultures, it was a gift of the gods. Jesus, for example, walks unrecognized among his disciples, and in Greek myths, Scandinavian legends and ancient African tales, heroes are gifted invisibility in the form of cloaks, sandals or spells. Modern works like the two ‘Invisible Man’ novels, by H.G. Wells (1897) and Ralph Ellison (1952), and the ‘Harry Potter’ novels (1997-2007) by J.K. Rowling reach back to those ideas. But today, people talk about visibility as the highest form of social agency, while invisibility can render a whole class, race, caste or gender unseen.”

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The Myth of Steadiness vs. Speed

Charles Henry Bennett’s illustration “The Hare and the Tortoise” (1857). Alamy

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“‘The Tortoise and the Hare,’ one of Aesop’s fables (sixth century B.C.), doesn’t necessarily strike a younger person as promising — possibly it has a whiff of morality in it,” says Yiyun Li, 53, the author of “A Thousand Years of Good Prayers” (2005) and “Dear Friend, From My Life I Write to You in Your Life” (2017). “But the longer I live and work, the more I understand that it’s the tortoiseness in a person that carries one along, not the swiftness of the mind and body of the hare.”

The Myth of Magic

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William Etty’s “The Sirens and Ulysses” (1837). Bridgeman Images

“Ancient magical tales like Homer’s ‘Odyssey’ (late eighth to early seventh century B.C.) were allegories of transformation, of secret teachings,” says Okri, “whereas modern forms of magic are narrative devices and tropes of storytelling that continue the child’s wonder of life. I think of F. Scott Fitzgerald’s ‘The Great Gatsby’ (1925), Gabriel García Márquez’s ‘One Hundred Years of Solitude’ (1967) and, again, the ‘Harry Potter’ books. The intuition of magic persists even in these atheistic and science-infested times, where nothing is to be believed if it can’t be subjected to analysis. This is perhaps because the ultimate magic confronts us every day in the mystery of consciousness. That we can see anything is magical; that we experience love is magical; and perhaps the most magical thing of all is the imagination’s unending power to alter the contents and coordinates of reality. It hides tenaciously in the act of reading, which is the most generative act of magic.”

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The Myth of the Immortal Soul

“ ‘The soul is birthless and eternal, imperishable and timeless and is not destroyed when the body is destroyed,’ says Krishna in the ‘Bhagavad Gita’ (second century-first century B.C.). This belief in the immortality of the soul — what used to be called Pythagoreanism in ancient Greece — is still the most pervasive myth in India,” says Taseer, “and has more influence over behavior and how one lives one’s life than any other.”

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These interviews have been edited and condensed.

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