With Oprah Winfrey, the intersection of politics and education is making for strange bedfellows. Federal tax returns and other reports confirm that she’s accepted at least $5 million for her self-named South African girls’ school from perhaps Barack Obama’s single greatest political enemy.

Oprah was front and center in her support of Obama's presidential bid -- not so for her acceptance of $5M in contributions from one of his staunchest foes.

Oprah is probably the most well-known celebrity to back Senator Barack Obama’s bid for the presidency. She threw him a lavish launch party, endorsed him on her show, stumped for him in the early primaries, and cried — as captured by photographers — in a Chicago park when he won the election. Her loyalty seemed fierce.

But it turns out that Winfrey is very close friends with Dallas billionaire named Harold Simmons, a leading Republican donor and supporter of John McCain.

This past August it was revealed that Simmons was the single donor to a 527 committee called American Issues Project. Its only issue: to run ads linking Obama to William Ayers, the political activist who was once part of the Weather Underground. Simmons paid $2.9 million to try and make Ayers the Obama campaign’s “Swift Boat,” an issue that might have sidelined permanently the Illinois senator’s chances and advance John McCain — Simmons’s candidate — to the White House.

Nevertheless, Winfrey has cultivated her friendship with Simmons on many social fronts since 2001, resulting in his being second only to her in donating funds to her Leadership Academy in Johannesburg, South Africa.

According to the 2006 federal tax filing for the Oprah Winfrey Operating Fund, Winfrey accepted a $1 million donation to the school from Simmons. That amount, The Dallas Morning News reported in 2007, was only part of a $5 million pledge to the Academy. Simmons is considered Dallas’s leading philanthropist to worthy causes. In this case, though, it might have been unnecessary, since Winfrey herself has donated over $60 million to the school.

It’s not like Simmons is a new Republican donor. He gave over $100,000 in the 2007-2008 election cycle to Republican candidates, separate from his Ayers campaign. He has always been an active Republican. In 2004 he was a major donor to the Swift Boat Veterans, the group credited with destroying the campaign of John Kerry for president.

Winfrey has long been close friends with Simmons and his wife Annette. She’s their neighbor in Montecito, California, having bought the estate next to them in 2001. As recently as two weeks ago, Oprah mentioned the couple on her show during a telephone discussion of the Montecito fires with another neighbor, actor Rob Lowe.

(Winfrey was not available for comment, according to her representative. Simmons, who doesn’t have a press representative, did not return our call.)

The Dallas Morning News—thanks to the dogged byline of Alan Peppard — is full of stories over the years documenting Oprah’s friendship with the Simmonses. They are often at each others’ homes and parties. When Oprah’s significant other, Steadman Graham, spoke to a group in Dallas, it was noted that he dined with the Simmonses. In April, 2006 — two years after the Swift Boat scandal was revealed — Oprah sent a camera crew to a Dallas luncheon hosted by Annette Simmons showcasing the thousands of tulip bulbs surrounding the lake on her property.

It’s unlikely though that the Simmonses were at Oprah’s house next door on September 9, 2007. That’s when she hosted an all-star fundraiser for Obama with Stevie Wonder and guests like Halle Berry, Will Smith, and other A-list Hollywood names. One can only imagine what Simmons thought as the sound of “Ain’t No Stoppin’ Us Now” blared over the loudspeaker system.

Interestingly, that was the last time either Oprah or Graham, for that matter, contributed any money either to the Obama campaign or to the Democratic Party. While they could have each made donations to Obama’s presidential bid, they gave just for the primary. And neither of them showed any interest in the Party itself, which funneled money to Obama.

Simmons, on the other hand, is a regular and constant Republican donor. And it’s not like the Obama campaign hasn’t taken notice of him. On August 21st and 25th, Robert Bauer, general counsel for Obama for America, wrote letters to John C. Keeney, Deputy Assistant Attorney General, Criminal Division, concerning the American Issues Project.

On the 25th Bauer wrote: “New facts have come to light that underscore the patently illegal nature of AIP’s formation and operation, and also demonstrate a knowing and willful violation of law on the part of its contributor, Howard Simmons [sic].” Bauer then attaches the Federal Election Committee filing by AIP that states its sole purpose: to defeat Barack Obama. Contran Corporation, owned by Simmons, is listed as AIP’s owner.

Bauer finishes his letter demanding Simmons’s prosecution: “We reiterate our request that the Department of Justice fulfill its commitment to take prompt action to investigate and to prosecute the American Issues Project, and we further request that the Department of Justice investigate and prosecute Howard [sic] Simmons for a knowing and willful violation of the individual aggregate contribution limits.”

Simmons, Bauer complained, had exceeded his personal donation limit because he’d given $2.88 million — roughly $2.7 million more than was allowed by FEC guidelines that state only $42,700 may be given to organizations other than candidate committees or party committees.

It wasn’t the first time Simmons had had trouble with political donations. In 1993, the FEC fined him just under $20,000 for exceeding limits in donations from 1988 and 1989. According to the New York Times, Simmons’s Swift Boat group was fined almost $300,000 for illegally spending $20 million to influence the election. Another Simmons-backed anti-Kerry group, Progress for America, was fined $750,000. They’d spent $31 million.

Simmons’ contentiousness is not limited to the backing of the Swift Boat Vets and the Ayers campaign to smear Obama. In December 1997, according to reports in the New York Times and elsewhere, Simmons was sued by two of his four daughters for abusing his powers in controlling millions of dollars he placed in trust funds for them. A jury agreed that he’d breached his financial duty as guardian of their inheritance, but were undecided on other issues. The case ended in a mistrial. Unusually, the case had been catalyzed when Simmons served her legal papers on one of the daughters by dropping them in her baby’s crib. The child had been born premature and was susceptible to infection, according to the New York Times and other reports.

Read more at http://www.foxnews.com/story/0,2933,460109,00.html

President-elect Barack Obama announced as expected that Hillary Clinton would be his top diplomat and Robert Gates would stay on as defense secretary.

President-elect Barack Obama on Monday officially introduced the members of his national security team, including former Democratic primary rival Hillary Clinton as his secretary of state and Robert Gates, who will be remain as defense secretary.

Obama also announced that retired Marine Gen. James L. Jones — a former top commander of NATO and U.S. forces in Europe — would be his national security adviser.

President-elect Obama stands with Secretary of State-designate Sen. Hillary Clinton -- calling her nomination 'a sign to friend and foe.'

“I am confident that this is the team that we need to make a new beginning for American national security,” Obama told reporters during a morning news conference in Chicago.

Obama’s team will advise him on foreign and national security issues in an era marked by wars in Iraq and Afghanistan and terrorism around the globe. Obama takes office Jan. 20.

Obama said his team “must pursue a new strategy that skillfully uses, balances, and integrates all elements of American power: our military and diplomacy, our intelligence and law enforcement, our economy and the power of our moral example.

“The team that we have assembled here today is uniquely suited to do just that,” he added as his Cabinet picks stood behind him on a flag-draped stage. “They share my pragmatism about the use of power, and my sense of purpose about America’s role as a leader in the world.”

Obama named Washington lawyer Eric Holder as attorney general and Arizona Gov. Janet Naploitano as homeland security chief. He also named two senior foreign policy positions outside the Cabinet, including campaign foreign policy adviser Susan Rice as U.N. ambassador.

Obama introduced Clinton first, saying of his former presidential rival, “She possesses an extraordinary intelligence and toughness, and a remarkable work ethic. … She is an American of tremendous stature who will have my complete confidence, who knows many of the world’s leaders, who will command respect in every capital, and who will clearly have the ability to advance our interests around the world.”

Clinton will give up her seat as a senator from New York to join the Obama Cabinet. Her appointment was preceded by lengthy negotiations involving her husband, the former president, whose international business connections posed potential conflicts of interest.

The former president also agreed to disclose the donors to the foundation that built his library, as well as contributors to his international foundation.

She said to Obama, in brief turn at the lectern, “Mr. President-Elect, I am proud to join you on what will be a difficult and exciting adventure in this new century.”

Sen. Clinton had scarcely finished speaking when her husband issued a written statement.

“She is the right person for the job of helping to restore America’s image abroad, end the war in Iraq, advance peace and increase our security, by building a future for our children with more partners and fewer adversaries, one of shared responsibilities and opportunities,” he said.

Gates said he was “mindful that we are engaged in two wars and face other serious challenges at home and around the world.”

“I must do my duty as they do theirs,” he said of the men and women in uniform in Iraq, Afghanistan and elsewhere. “How could I do otherwise?”

He said he was “honored to serve President-elect Obama.”

Gates’ appointment fulfilled a campaign promise by Obama, the naming of a Republican to his Cabinet.

Obama said Napolitano understands the need to protect against terror attacks and to respond to natural disasters — and that she also understands as well as anyone the danger of unsecured borders.

Obama now has half of the 15-member Cabinet assembled less than a month after the election, including the most prominent positions at State, Justice, Treasury and Defense.

The Associated Press contributed to this report.

Read more at http://www.foxnews.com/politics/2008/12/01/obama-unveils-national-security-team/

CBS News has learned that two donors to the Obama campaign that gave a total of $7,722 appear to have made their contributions under fake names that look like they were written by a mouse running across a keyboard: Dahsudhu Hdusahfd of Df, Hawaii with the following employer CZXVC/ZXVZXV and Uadhshgu Hduadh listed as living in Dhff, Florida

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