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Skilling's arrogance, belligerence and lack of contriteness under questioning made him a lightning rod for the rage generated after Enron sought bankruptcy protection in 2001. Lay was once a leading city father whose charitable good works and affable nature endeared him locally. Skilling was little known outside Enron until his anger at being caught brought his personality into public focus.
"Your honor, I am innocent of these charges," Skilling told Lake Monday. "I'm innocent of every one of these charges.
"We will continue to pursue my constitutional rights and it's no dishonor to this court and anyone else in this court. But I feel very strongly about this, and I want my friends, my family to know that."
Skilling also disputed reports that he had no remorse for his role in the fraud that drove the company to seek bankruptcy protection.
"I can tell you that's just the furthest thing from the truth," he said. "It's been very hard on me, but probably, more important, incredibly hard on my family, incredibly hard on employees of Enron Corp., incredibly hard on my friends and incredibly hard on the community.
"And I want my friends, my family to know this."
Skilling's second wife, former Enron corporate secretary Rebecca Carter, was in the courtroom.
Skilling's apologetic tone didn't last long.
Outside the courtroom later, he predicted he'll be vindicated on appeal.
"The word 'Enron' conjures up some really awful things," he said. "I don't fault the judge for what he did. I believe I'll be vindicated."
Skilling said he never considered striking a deal with prosecutors because he believed he had done nothing wrong.
Skilling was convicted in May on 19 counts of fraud, conspiracy, insider trading and lying to auditors. He was acquitted on nine counts of insider trading.
On Monday, Lake set investor loss tied to his actions at $80 million, which he relied on to set the sentence. With that figure, Skilling faced up to 30.4 years in prison.
Skilling also faces more than $18 million in fines for his crimes.
Victims unleashed nearly five years of anger on Skilling Monday and begged Lake to send Skilling to prison for life.
"Mr. Skilling has proven to be a liar, a thief and a drunk, flaunting an attitude above the law," said 22-year Enron employee Dawn Powers Martin. "He has betrayed everyone who has trusted him. Shame on me for believing the management of Enron."
Two chose not to vilify Skilling, however.
"I can't state strongly enough, during 20 years, have I seen or heard anything that he was leading a massive conspiracy to mislead Enron shareholders and employees," said one of them, Sherri Sera, a former administrative assistant. She said she too had lost thousands in Enron stock and benefits but took blame for her own failure to diversify.
Former employee Diana Peters later called the sentence "just" but added, "I am extremely disappointed he wasn't taken into custody today."
"The people who have been harmed by the bankruptcy have very strong feelings about the subject," Petrocelli said. "But that does not shed much light on the reasonableness of the sentence Mr. Skilling should receive."
Jurors decided Skilling and Lay repeatedly lied about Enron's financial health when they knew of accounting maneuvers that hid debt and inflated profits.
Enron's crash and the subsequent scandals roiled Wall Street and prompted stiffened white collar penalties and upped regulatory scrutiny over publicly traded companies.
Skilling maintained his innocence before, during and even after his trial, insisting no fraud occurred at Enron other than that committed by a few executives skimming millions in secret side deals, and that bad press and poor market confidence combined to sink the company.
During his trial, Skilling listed his remaining assets as including a $5 million mansion in Houston, a $350,000 condo in Dallas, a Mercedes Benz, two Land Rovers and nearly $50 million in stocks and bonds frozen by the government.
Skilling, who was born in Pittsburgh and raised in New Jersey and suburban Chicago, spent 11 years at Enron. He has three children - aged 22, 20 and 16 - from his first marriage. He and Carter have no children.
He took over as chief executive from Lay in February 2001 but abruptly quit six months later, citing a desire to spend more time with his family. Prosecutors said he left Enron because he knew the company was on the brink of bankruptcy.