In the preceding decades, he'd made plenty of it.
In business since the 1990s, Conn "worked out of an office complex made of five connected mobile homes in Floyd County," the Lexington Herald Leader reported.
Those modest facilities hardly suggested the 56-year-old lawyer's reputation, which had spread across much of eastern Kentucky even before his legal troubles began.
He was, the website Kentucky for Kentucky once wrote, "the most ridiculous lawyer in a land of ridiculous lawyers".
For example: the scale model Statue of Liberty outside his mobile-home office compound - along with a 5.8m version of the Lincoln Memorial, which was once sung about in a promotional rap song.
Conn once hired a Miss Kentucky USA to be his public relations director for US$70,000 a year, the Herald Leader reported. He had a crew of "Conn Hotties"- women in tight T-shirts printed with the firm's 1-800 number, whom he sent to public events, according to the Associated Press.
Conn claimed to have created "the first lawyer 3-D commercial," and once recorded a country music video in which he bumped buttocks with a woman while a man played a banjo behind them.
The lawyer explained to the Courier Journal that he hoped the video would persuade President Barack Obama to appoint him to the Social Security Advisory Board, despite his flamboyant public image.
"I'm a traditional, boring lawyer," he said, "who conforms, of course, to all the rules and regulations of the bar."
This was not true.
Between 2005 and 2015, the Herald Leader reported, the Social Security Administration had paid Conn's firm US$23m.
In 2011, the Wall Street Journal reported that a local judge appeared to be rubber stamping hundreds of disability claims for Conn's clients.
A years-long federal investigation ensued - until Conn, the judge and a psychologist were brought up on federal charges last year.
Federal investigators accused Conn of bribing the judge and the doctor to approve his clients' claims based on fake evidence, according to AP. They allegedly bilked the government out of nearly US$600m.
The charges brought his law empire crashing down, and at least two of Conn's clients committed suicide after the government threatened to cut off benefits to all of them, according to the Herald Leader.
After his arrest, government witnesses warned that Conn was a flight risk.
According to the Courier-Journal, they testified that he had spoken of leaving for Ecuador or Cuba, and may have had at least a quarter-million dollars in cash in a safe-deposit box.
But the judge called the testimony hearsay, had Conn's passport confiscated and ordered his release - secured by his US$1.5m mansion in Pikeville, an electronic monitor, and a defence lawyer's assurances that his teenage daughter and elderly mother would dissuade him from fleeing.
"Your trust is not misplaced," Conn told the judge, according to the Herald Leader.
And for a while, it seemed not to be.
In March, AP reported, Conn pleaded guilty to stealing from the government and bribing a judge. He agreed to pay more than US$50m in reimbursements, damages and penalties to the government and Social Security employees who helped expose him.
The next month, he was supposed to return to court for sentencing - facing the prospect of repaying millions while serving up to 12 years in prison.
But at the weekend, the FBI told AP that Conn had removed his monitoring device and disappeared.
"Certainly, we are praying that Eric does the right thing and turns himself in because it's not too late," Scott White, Conn's lawyer, told the Herald Leader.
