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Insurance agent gets 15 years in federal prison for defrauding elderly investors and tax evasion

In the greatest grift in U.S. history, thieves plundered billions of dollars in federal COVID-19 relief aid intended to combat the worst pandemic in a century and to stabilize an economy in free fall.
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A Sarasota insurance agent will be spending 15 years in federal prison in a tax evasion and fraud case.

A Sarasota-area insurance agent will be heading to federal prison for 15 years and must repay more than $6 million after sentencing in U.S. District Court Thursday.

U.S. District Judge Charlene Edwards Honeywell sentenced Phillip Roy Wasserman, 67, on charges of conspiracy to commit wire fraud and mail fraud, substantive counts of wire fraud and mail fraud, and evasion of payment of income taxes. As part of his sentence, the court also entered an order of forfeiture in the amount of $6,318,299.75, the proceeds of the criminal conduct.

A federal jury had found Wasserman guilty of the fraud charges May 15, 2023. Wasserman pleaded guilty to tax evasion October 23, 2023.

According to court documents and evidence presented at trial, Wasserman, a former lawyer and licensed insurance agent, and his co-conspirator Kenneth Rossman, a Florida certified public accountant and licensed insurance agent, made false and fraudulent misrepresentations and concealed material information in order to convince elderly victim-investors to put their money into Wasserman’s new insurance venture, “FastLife.”

Some victim-investors were persuaded to liquidate traditional investments, such as annuities, and/or to borrow funds against existing life insurance policies to generate cash to invest in the venture.

These victim-investors were not told about surrender fees and other costs associated with said liquidations, and Rossman prepared income tax returns for victim-investors in a manner designed to conceal negative personal tax consequences that resulted from liquidations.

Wasserman paid Rossman a percentage of the victim-investors’ money as compensation for his role in the conspiracy.

Wasserman also used victim-investors’ money to make Ponzi-style payments to earlier victim-investors in the FastLife venture, as well as to victim-investors in his earlier hedge fund and real estate fund ventures.

Wasserman spent a significant amount of the victim-investors’ money to finance a lavish lifestyle that included a luxury personal residence, a beach house on Casey Key, professional hockey season and playoff tickets, concerts and other shows, vehicles, jet skis, jewelry, including a diamond ring, personal celebrity entertainment, gambling, retail shopping, home improvements, personal insurance, and a host of other expenses for his personal benefit and the benefit of family members.

The evidence also established that Wasserman took numerous steps to evade payment of more than $900,000 in taxes, and to conceal a multitude of civil judgments and other debts pending against him at the time he solicited victim-investors to put their money into FastLife.

In addition, Wasserman took steps to conceal FastLife’s mounting business debts to various business vendors and service providers, employees and independent contractors, and victim-investors.

The evidence further showed that in response to the investigation, Wasserman created a second set of books and fabricated a compensation agreement in an effort to convince investigators that he had not made improper personal use of victim-investors’ funds.

Moreover, he urged one witness to lie to investigators, attempted to dissuade several victim-investors from cooperating with law enforcement, and requested that one victim-investor make a baseless complaint against an investigator.

In a further effort to thwart the investigation, Wasserman falsely and fraudulently represented that he had an audit from a highly-regarded financial services firm that would show that neither he nor FastLife had committed any wrongdoing.

Evidence at trial showed that Wasserman had never engaged the firm to perform an audit and had never received any final work product from the firm.

“With false promises of riches and security, Mr. Wasserman exploited the most vulnerable in our society. Investment schemes that target the elderly are especially heinous and will not be tolerated by the justice system. IRS Criminal Investigators will leave no stone unturned to protect elderly victims and bring some justice to those who might prey upon them,” said Special Agent in Charge Brian Payne of IRS-Criminal Investigation. “False allegations against our investigators, coverups of financial documents, or witness tampering will not deter us. Wasserman called himself the Annuity King but his actions and crimes have earned him another name: Convicted Felon.”

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