The New Yorker: Life After White Collar Crime, by Evan Osnos.

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Jeff Grant - White Collar Week
6 min readAug 25, 2021

Reprinted from The New Yorker, August 30, 2021 issue.

In the nineties, Jeff Grant had a law firm in Westchester County, a seat on the local school board, and an owner­ship stake in a bistro called, if you’ll for­ give the irony, the Good Life. He was in his early forties, garrulous and rotund, and he gloried in his capacity to con­sume. Each year, he took his wife and daughters on half a dozen “shopping va­cations,” though they sometimes ne­glected to open the bags between trips.

Grant had developed an early appre­ciation for personal displays of wealth and power. Born in 1956, the son of a marketing executive, he grew up on Long Island, graduated from SUNY Brockport, and worked his way through New York Law School as a shoe salesman. By then, his parents had divorced, and his father had moved in with Lynda Dick, a wealthy widow whose properties included one of the most storied mansions in Green­wich, Connecticut, a hilltop estate known as Dunnellen Hall. (It later became fa­mous as the home of Leona Helmsley, the hotel magnate convicted of tax eva­sion in 1989, after a trial in which a house­keeper testified that Helmsley had told her, “We don’t pay taxes. Only the little people pay taxes.”)

Grant cultivated an ability to mus­cle his way into one opportunity after another. In law school, he approached the box office of a concert venue in Bos­ton and, pretending to be the son of a music promoter, threatened revenge if he and three friends were not admit­ted free of charge. The brazen charade worked so well that the headliner, the rock ­and­ roll pioneer Gary U.S. Bonds, hosted the group backstage and, at the concert, sang “Happy Birthday” to one of Grant’s friends. As a lawyer, Grant specialized in real estate and corporate work and regarded himself as an “assas­sin.” In business and out of it, his phi­losophy was “Win, win, win.”

As he reached his mid­-forties, how­ever, Grant found himself unraveling. He had become addicted to painkillers — first Demerol, prescribed for a torn Achil­les tendon, and then OxyContin. He was increasingly erratic and grandiose, bet­ting wildly on dot­com stocks. In 2000, as his debts mounted, he started filch­ing money from clients’ escrow accounts. The following year, after the terrorist at­tacks of September 11th, Grant applied for a disaster­ relief loan from the Small Business Administration, claiming to have lost the use of an office near Ground Zero. That was a fiction. He received two hundred and forty­ seven thousand dollars, which he used to cover personal and office expenses.

In July, 2002, under investigation for breaching his clients’ accounts, he sur­rendered his law license and was later disbarred. That summer, as he sat in a Ralph Lauren wicker chair in his green­ house in Rye, he attempted suicide, swal­lowing forty tablets of Demerol. He sur­vived, and entered drug and alcohol rehab. He and his wife moved to Greenwich, seeking a fresh start, but the marriage was too badly frayed to survive.

Grant’s undoing was not yet com­plete: officers of the Internal Revenue Service discovered the false claim on his loan application, and in 2004 a warrant was issued for his arrest. He pleaded guilty to wire fraud and money launder­ing, and a judge sentenced him to eigh­teen months in prison, chastising him for exploiting a national tragedy. On Easter Sunday, 2006, two friends drove Grant three hours west from Greenwich to Allenwood Low, a federal prison in the mountainous Amish country of cen­tral Pennsylvania. Grant quickly learned the rules: never take someone’s seat in the TV room or ask a stranger what landed him in prison. And he mastered the black­ market economy that runs on “macks,” or foil packages of smoked mackerel, which sell for about a dollar in the commissary. He marked time mostly by walking — circling an outdoor track three or four hours a day, listen­ing to NPR on headphones. “In the morning, all the airplanes from the East Coast would fly over going west, and at night they would come the other way,” he told me. “I would remember myself as a businessman.”

Grant was released to a halfway house in June, 2007, after fourteen months in prison. He had walked thirty-­five hundred miles around the track and shed sixty­-five pounds. He returned to Green­wich with no idea of what to do next.

Many people who have served time for white­ collar felonies look to get back into business. Barely six months after the home­wares mogul Martha Stewart emerged from prison — she had been convicted of lying to investigators about a stock trade — she was hosting two new television shows. Grant, who no longer had a law license, tried apply­ing himself to good works instead. He volunteered at rehab facilities that had helped him get sober. He joined the board of Family ReEntry, a nonprofit in Bridge­port, which aids formerly imprisoned people and their families, and he later served as its executive director. Hoping to improve his inner life, he studied for a divinity degree at Union Theolog­ical Seminary, in Manhattan. In 2009, he married Lynn Springer, a Greenwich event planner he had met in recovery. In 2012, they founded the Progressive Prison Project, a ministry focused on white­ collar and other nonviolent offenders.

As word of his experience spread, Grant started hearing from neighbors who were heading to prison or had re­cently returned and were seeking advice or companionship. At the time, a sense of alarm was animating conversations among businessmen along the Metro­ North corridor: Preet Bharara, the U.S. Attorney for the Southern District of New York, had imposed a crackdown on insider trading, leading to more than eighty guilty pleas and convictions. Some of these cases were later invalidated by an appeals court, but Operation Perfect Hedge, as it was known, had punctured the realm of traders, analysts, and port­folio managers. “My phone would ring in the middle of the night,” Grant said. One financier, under indictment, called while hiding in his office with the lights out. “He said, ‘I’m afraid that people will recognize me on the street,’ ” Grant re­called. A reporter from Absolute Return, a trade publication for the hedge­ fund industry, asked Grant, “How do Wall Street skills usually translate in prison?” His reply: “These skills are not only in large degree useless, they are probably counterproductive.” As he told me re­cently, “Business rewards a certain type of attitude and assertiveness — all things that will get you killed in prison.”

Grant, in his pastoral role for anx­ious brokers, fallen hedgies, and other wobbling pillars of late capitalism, came to expect fresh inquiries from desperate people each morning when he opened his e­mail. “Everyone going through this is freaking out, so they’re up all night, Googling,” he said. In the hope of nour­ishing his unlikely flock, Grant devel­oped an ambitious reading list, which in­cluded “Letters and Papers from Prison,” by Dietrich Bonhoeffer, and “The Gulag Archipelago,” by Aleksandr Solzhenit­syn. If some callers found that Bonhoef­fer’s words of resistance to the victims of national socialism did not seem im­mediately applicable, Grant also offered practical tips. Before reporting to prison, he advised them, mail yourself the phone numbers of family members and friends on the visitors’ list, because“you’ll be too discombobulated to remember them once you’re inside.” And remind your wife never to touch paper money on the morning of a visit; almost every bill bears traces of drug residue, which will set off the scanners.

In 2016, Grant established what he called the White Collar Support Group, an online meeting inspired by twelve­ step programs for drug and alcohol ad­diction. He described the program as a step toward “ethics rehab” and, on his Website, explained that it was for peo­ple who wanted to “take responsibility for our actions and the wreckage we caused.” In blunter terms, he told me that it was for “guys detoxing from power and influence.”

The first session attracted four at­tendees, including a hedge ­fund man­ager and a man who had pilfered from his child’s youth ­soccer club. But soon the program grew. In the next five years, more than three hundred people cycled through, either on their way to prison or just out and trying to re-establish a semblance of their old order. Some of Grant’s flock were familiar from front­ page scandals, born of Ponzi schemes, insider trading, and other forms of ex­pensive corruption; others were virtu­ally unknown to the public. This sum­mer, I asked him if I could sit in on a meeting of the White Collar Support Group. He agreed, but alerted his mem­bers in advance, in case anyone wanted to preserve his privacy.

At seven o’clock one evening in July, I signed on to Zoom and found myself with twenty­-eight people, mostly male and white, each identified by a name and a location…

Link to balance of article…

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Jeff Grant - White Collar Week

Jeff Grant is a Private General Counsel/White Collar Attorney at GrantLaw in NYC and w/ co-counsel & criminal defense counsel throughout the U.S. GrantLaw.com