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John O’Brien, Client Fraud, Connecticut 2017

BRIDGEPORT, CT – John O’Brien, 53, of North Kingstown, R.I., is headed to federal prison after being sentenced to 36 months for systematically ripping off his clients. The former Fairfield attorney wasn’t just providing bad legal advice; he was pilfering over $950,000 to fund a lavish lifestyle and cover personal debts, according to court documents unsealed yesterday.

The scheme, spanning from April 2011 to June 2014, involved O’Brien shuffling money between clients, essentially using one person’s funds to cover holes created by his mismanagement – and outright theft – from another. He didn’t stop there. Court records detail how O’Brien dipped into client trust accounts to pay for his son’s private high school tuition and funnel money to his ex-wife. This wasn’t a case of accidental commingling; it was calculated, cold-hearted theft.

One particularly egregious example involves ‘Client 1,’ who was defrauded of a staggering $712,221.95. O’Brien accepted $458,343.06 from a reverse mortgage intended to keep the client’s family business afloat, but only disbursed $204,000. He then pocketed another $194,636.89, meant for the client’s children, distributing only half. A subsequent $837,250 from a property sale suffered the same fate, with O’Brien prioritizing paying off an *unrelated* prior client before addressing the current one’s needs. He fabricated memos, falsely claiming funds were being used for legitimate expenses like a $15,000 lawnmower that never existed.

The rot ran deeper. ‘Client 2’ was relieved of $74,250 that vanished into O’Brien’s IOLTA account, never to be seen again. ‘Client 3,’ a terminally ill woman, had $137,000 from her estate misappropriated, with funds diverted to personal expenses. And ‘Client 4’ was left footing the bill for $13,558.38 in storage fees after O’Brien delayed transferring funds for a property purchase, all while O’Brien lined his own pockets. The delays weren’t accidental; they were a direct result of O’Brien’s financial maneuvering.

U.S. Attorney Deirdre M. Daly announced the sentence, handed down by Chief U.S. District Judge Janet C. Hall in Bridgeport. Following his 36-month prison term, O’Brien will face three years of supervised release. While some restitution may be ordered, the damage is done. This case serves as a chilling reminder that even those sworn to uphold the law can betray the trust placed in them, leaving a trail of financial ruin in their wake.

The Connecticut Bar Statewide Grievance Committee also reviewed the matter, further solidifying the extent of O’Brien’s deception. The sentencing isn’t just about punishment; it’s about sending a message: preying on vulnerable clients will not be tolerated. This is a dark day for the legal profession, and a stark warning to anyone tempted to abuse their position of power for personal gain.

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