Why? It's a question John J. O'Brien must have asked himself a thousand times. When you make millions of dollars, there are so many things you can do with your money. One of those is to go into the bookselling business. Another is to pay your income taxes. As many booksellers will attest, each has about an equal chance of being profitable these days. However, paying your taxes has the advantage of keeping you out of prison. Mr. O'Brien made the wrong choice.
To be fair to Mr. O'Brien, he entered the book business in 2003, when economic prospects were much brighter. Nonetheless, this was still a very poor choice. Mr. O'Brien is a lawyer. He certainly should have known better. John O'Brien graduated from the New York University Law School in 1992, and quickly went to work for Sullivan & Cromwell, a major New York law firm. In 2001, he was named a partner. Partners in large New York law firms make a lot of money, at least by ordinary people's standards. His tax liability was substantial, but only because the amount of money he was raking in was even greater. Somehow, he thought the IRS wouldn't notice.
According to charges filed against O'Brien, from 2001-2008 he earned $10.8 million in partnership income. He readily knew this because his firm sent him "K-1" forms listing his share of partnership profits (these are similar to the W-2 forms you receive for earned income). What Mr. O'Brien surely must have also known, and which makes all of this so baffling, is that the law firm would have sent copies of these forms to the IRS too. A graduate of Princeton University and New York University Law School should have recognized the danger, the almost inevitability.
O'Brien could have paid his taxes, but according to the U.S. Attorney's office, "Instead, O’Brien used the funds for various personal expenses, including the purchase of a weekend home, international travel, and the funding of a rare books business." Apparently, the biggest share went to the rare book business. He formed Hudson Street Books of New York in 2003, and apparently pumped a few million dollars into it. The firm described its specialties as "music, the visual and performing arts, history, religious studies, and related fields." Hudson Street Books appears to have closed down in 2009, which was also the year O'Brien departed Sullivan & Cromwell, evidently because he was facing major scrutiny from the IRS by that time.
In a prepared statement U.S. Attorney Preet Bharara couldn't help leveling a few jabs at Mr. O'Brien's behavior, stating, "John O’Brien went to work every day at a prestigious law firm where he advised clients on how to comply with the law at the same time that he was knowingly breaking it. He thumbed his nose at the IRS to fund an even more lavish lifestyle than his generous income permitted."
Bonhams, Dec. 8-18: Autograph Letter Signed ("Martinus Luther") to His Friend the Theologian Gerhard Wiskamp ("Gerardo Xantho Lampadario"). $100,000 - $150,000.
Bonhams, Dec. 8-18: An Exceptionally Fine Copy of Austenís Emma: A Novel in Three Volumes. $40,000 - $60,000.
Bonhams, Dec. 8-18: Presentation Copy of Ernest Hemmingwayís A Farewell to Arms for Edward Titus of the Black Mankin Press. $30,000 - $50,000.
Bonhams, Dec. 8-18: Autograph Manuscript Signed Integrally for "The Songs of Pooh," by Alan Alexander. $30,000 - $50,000.
Bonhams, Dec. 8-18: Autograph Manuscript of "Three Fragments from Gˆtterd‰mmerung" by Richard Wagner. $30,000 - $50,000.
Bonhams, Dec. 8-18: Original Preliminary Artwork, for the First Edition of Snow Crash. $20,000 - $30,000.
Bonhams, Dec. 8-18: Autograph Letter Signed ("T.R. Malthus") to Economist Nassau Senior on Wealth, Labor and Adam Smith. $20,000 - $30,000.
Bonhams, Dec. 8-18: History of the Peloponnesian War by Thucydides Finely Bound by Michael Wilcox. $20,000 - $30,000.
Bonhams, Dec. 8-18: First Edition of Lewis and Clark: Travels to the Source of the Missouri River and Across the American Continent to the Pacific Ocean. $8,000 - $12,000.
Bonhams, Dec. 8-18: Original Artwork for the First Edition of Neal Stephenson's Groundbreaking Novel Snow Crash. $100,000 - $150,000.
Bonhams, Dec. 8-18: A Complete Set Signed Deluxe Editions of King's The Dark Tower Series by Stephen King. $8,000 - $12,000.
Bonhams, Dec. 8-18: Autograph Letter Signed ("John Adams") to James Le Ray de Chaumont During the Crucial Years of the Revolutionary War. $8,000 - $12,000.
Sotheby’s Book Week December 9-17, 2025
Sotheby’s, Dec. 17: Francesco Colonna. Hypnerotomachie, Paris, 1546, Parisian calf by Wotton Binder C for Marcus Fugger. €200,000 to €300,000.
Sotheby’s, Dec. 17: Nausea. De principiis dialectices Gorgias, and other works, Venice, 1523, morocco gilt for Cardinal Campeggio. €3,000 to €4,000.
Sotheby’s, Dec. 17: Billon. Le fort inexpugnable de l'honneur, Paris, 1555, Parisian calf gilt for Peter Ernst, Graf von Mansfeld. €120,000 to €180,000.
Sotheby’s Book Week December 9-17, 2025
Sotheby’s, Dec. 16: Salinger, J.D. The Graham Family archive, including autographed letters, an inscribed Catcher, a rare studio photograph of the author, and more. $120,000 to $180,000.
Sotheby’s, Dec. 16: [Austen, Jane]. A handsome first edition of Sense and Sensibility, the author's first novel. $60,000 to $80,000.
Sotheby’s, Dec. 16: Massachusetts General Court. A powerful precursor to the Declaration of Independence: "every Act of Government … without the Consent of the People, is … Tyranny." $40,000 to $60,000.
Heritage Auctions Rare Books Signature Auction December 15, 2025
Heritage, Dec. 15: John Donne. Poems, By J. D. With Elegies on the Author's Death. London: M[iles]. F[lesher]. for John Marriot, 1633.
Heritage, Dec. 15: Edgar Rice Burroughs. Tarzan of the Apes.
Heritage, Dec. 15: F. Scott Fitzgerald. Tender is the Night. A Romance.
Heritage, Dec. 15: Jerry Thomas. How to Mix Drinks, or the Bon-Vivant's Companion, Containing Clear and Reliable Directions for Mixing All the Beverages Used in the United States…
![<b>Sotheby’s, Dec. 16:</b> [Austen, Jane]. A handsome first edition of <i>Sense and Sensibility,</i> the author's first novel. $60,000 to $80,000.](https://ae-files.s3.amazonaws.com/AdvertisementPhotos/9a74d9ff-42dd-46a1-8bb2-b636c4cec796.png "<b>Sotheby’s, Dec. 16:</b> [Austen, Jane]. A handsome first edition of <i>Sense and Sensibility,</i> the author's first novel. $60,000 to $80,000.")
![<b>Heritage, Dec. 15:</b> John Donne. <i>Poems, By J. D. With Elegies on the Author's Death.</i> London: M[iles]. F[lesher]. for John Marriot, 1633.](https://ae-files.s3.amazonaws.com/AdvertisementPhotos/8caddaea-4c1f-47a7-9455-62f53af36e3f.jpg "<b>Heritage, Dec. 15:</b> John Donne. <i>Poems, By J. D. With Elegies on the Author's Death.</i> London: M[iles]. F[lesher]. for John Marriot, 1633.")
