Oracle luminary Larry Ellison and The Simpson's megalomaniac Monty Burns are powerful, competitive and much feared businessmen -- though, to date, Ellison has not tried to block out the sun. They also share another commonality: They're both filthy rich. There’s a classic scene in one episode of The Simpson’s when nuclear power-plant owner and gazillionaire C. Montgomery Burns gravely informs his everpresent assistant Waylon Smithers of bad financial news: “It’s been a very lean year for us,” Mr. Burns says, knowing the exact opposite to be true. Then, they both yell “Money fight!” and begin chucking piles of cash at the other, giddy as can be. It wouldn’t surprise me if Larry Ellison was having “money fights” with his assistant these days. SUBSCRIBE TO OUR NEWSLETTER From our editors straight to your inbox Get started by entering your email address below. Please enter a valid email address Subscribe MORE ON CIO.com What Your Team Can Learn About Innovation from The Simpsons Ellison Strikes Bullish Tone At Shareholder Meeting Meet the Millionaire CIOs Mr. Ellison, who recently asked for a 38 percent pay increase and got it (despite objections from some Oracle shareholders), is now the third-richest man in America, and is poised to take home a bonus of $13.6 million for Oracle’s upcoming fiscal year, which excludes his annual salary (around $1 million), options granted by Oracle’s compensation committee, and whatever he decides to exercise in stock options for the year. (For the record, Ellison exercised $544 million in stock options last year, which is not included in his annual compensation figures.) But just like Mr. Burns’ wealth, there can be some public disagreement on just how much Mr. Ellison actually rakes in in a given year and whether he merits that much compensation. “Excellent.” SOURCE: Copyright 2008 Fox Broadcasting CompanyFor Oracle’s just completed 2008 fiscal year, an estimate by consulting firm Proxy Governance put Mr. Ellison’s pay package at $83 million. Other estimates put it at $84.6 million. In another instance, Bloomberg estimated that the value of Oracle’s options granted to Mr. Ellison was worth $58.8 million, whereas Oracle estimated that number at $71.4 million. Nevertheless, Forbes states that Mr. Ellison is worth somewhere in the neighborhood of $27 billion, which is a pretty nice neighborhood. Mr. Burns checked in at No. 6 on the Forbes Fictional 15 list, with a net worth of $8.4 billion. (Mr. Burns, at 104 years old, nearly doubles Mr. Ellison’s age, however.) The third-richest American. SOURCE: IDG News ServiceSo any way you slice it, Lawrence Joseph Ellison and Charles Montgomery Burns reek of wealth. Mr. Ellison and Mr. Burns also share an overlord-like quality at their companies. Mr. Burns is known for his maniacal control over the workers at the Springfield Nuclear Power Plant (offering them a “free beer” policy in place of a dental plan, and hiring and firing them at will). He is also known for his exalted and feared status within the town—good ole Monty once carried out a scheme to block out the sun. (To read why The Simpson’s are relevant to IT management, see “What Your Team Can Learn About Innovation from The Simpson’s.”) According to Bloomberg estimates, Mr. Ellison holds more than 22 percent of Oracle’s outstanding stock. He also has been Oracle’s public face and a “win at all costs” CEO over the years, known for his ultracompetitive business acumen and tactics. (How’s that lawsuit going, SAP?) At the recent October 2008 Oracle shareholder meeting, Jeffrey Berg, chairman of Oracle’s compensation committee, noted Mr. Ellison was no ordinary CEO: “I guess as a founder, owner, operator, you can equate him to the owner of a team who can sit up in a skybox and own the franchise.” Mr. Ellison then predicted, at the shareholder gathering, that Oracle will likely emerge unscathed from the recent financial meltdown and, in fact, may “come out of this downturn stronger than we ever have before.” And perhaps a little richer, too. Excellent. Related content feature SAP prepares to add Joule generative AI copilot across its apps Like Salesforce and ServiceNow, SAP is promising to embed an AI copilot throughout its applications, but planning a more gradual roll-out than some competitors. 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