Scott Jennings

After losing New Mexico to Al Gore in 2000 by just 366 votes, President Bush's reelection campaign dispatched Jennings to manage its operations there. Jennings arrived in early 2004 to find a divided state Republican Party.[11] Shortly after his arrival, the state party chairman, State Senator Ramsay Gorham, resigned both her chairmanship and legislative seat and moved out of the state. Jennings and Republican Party counterpart Jay McCleskey set about repairing the damaged party, recruiting 15,000 volunteers[12][13] to execute a grassroots strategy that relied heavily on peer-to-peer, coalition-based activity. The Democratic establishment spent millions of dollars in the state through the Kerry for President Campaign, the state Democratic Party, and through a host of third-party organizations such as American Coming Together and Moveon.org.[14] Bush won the New Mexico election by 5,988 votes, making it one of the closest states in the nation. Along with only Iowa, New Mexico flipped from Democrat to Republican between 2000 and 2004.

Between 2000 and 2003, Jennings directed the political operations for George W. Bush's presidential campaign, Senator Mitch McConnell's reelection campaign, and Ernie Fletcher's gubernatorial campaign. Bush defeated Al Gore in Kentucky, a state Bill Clinton won twice, with 56.5%,[15] McConnell set a record by scoring 65 percent in his campaign,[16] and Fletcher became the first Republican governor in Kentucky in over 30 years by winning 55 percent of the vote.[17] Jennings resumed his work in Kentucky in 2008, helping U.S. Senator Mitch McConnell, Congressman Brett Guthrie, and state legislative Republicans win their races.

In 2019, Jennings made television and radio ads for Attorney General Daniel Cameron,[18] the first stand-alone African-American candidate to win statewide office in Kentucky.[19]

In 2007, Jennings was mentioned in an inquiry into the politicization of the General Services Administration (GSA). At a Congressional hearing, witnesses testified that on January 26, 2007, Jennings was present at a meeting where GSA Administrator Lurita Doan "joined in a video conference earlier this year with top GSA political appointees, who discussed ways to help Republican candidates."[20] On April 23, 2007, the U.S. Office of Special Counsel (OSC) announced it was investigating the January video conference, to look at whether the political dealings of the White House had violated the Hatch Act.[21]

While the OSC found that Doan violated the Hatch Act, Elaine Kaplan, Special Counsel during the Clinton Administration, said that "nothing in the OSC's investigative report suggests that anything improper had occurred before Doan initiated the discussion."[22] Jennings' presentation was similar in nature to several others disclosed by the White House. Special Counsel Scott Bloch told the Washington Post, "Political forecasts, just generally . . . I do not regard as illegal political activity."[23] White House Deputy Press Secretary Dana Perino described the briefings to reporters: "It's not unlawful and it wasn't unusual for informational briefings to be given. There is no prohibition under the Hatch Act of allowing political appointees to talk to other political appointees about the political landscape in which they are trying to advance the president's agenda."[24]

Jennings was involved in the dismissal of U.S. attorneys controversy in early 2007 testifying on August 2, 2007, before the Senate Judiciary Committee. He invoked executive privilege and refused to answer most questions, claiming the president George W. Bush had ordered his non-compliance.[25] Democrats on the committee contested the legitimacy of the privilege assertion, Patrick Leahy calling it, "...a bogus claim."[25] E-mails published subsequently confirmed that Jennings was directly involved in the controversial firing of New Mexico US Attorney David Iglesias, Jennings writing in one e-mail to a White House staffer, "Iglesias has done nothing," and to another, "We are getting killed out there," adding that the White House "move forward with getting rid of the NM USATTY."[26]

In the months leading up to the controversy around the dismissal of United States attorneys, Jennings communicated with Justice Department officials "concerning the appointment of Tim Griffin, a former Karl Rove aide, as U.S. attorney in Little Rock, according to e-mails released [in March 2007]. For that exchange, Jennings, although working at the White House, used an e-mail account registered to the Republican National Committee (RNC), where Griffin had worked as a political opposition researcher."[20]

Jennings ran a Super PAC known as Kentuckians for Strong Leadership that supported the re-election of Mitch McConnell during the 2014 U.S. Senate election in Kentucky. In July 2014, Jennings told WFPL "I think the party is coming together just fine and I don't detect any problems for McConnell on GOP unity."[27]

During the race, Jennings was profiled in The New Yorker magazine, which dubbed him "the master of attack."[28] After the race, the Kentucky political news show "Pure Politics" interviewed Jennings and said that he had "shaped the race in McConnell's favor."[29]

In 2016, Jennings' Super PAC, Kentuckians for Strong Leadership (KSL), sought to help Republicans gain control of the Kentucky House of Representatives. KSL spent $2 million on 19 legislative races as the GOP went from a 53-47 minority to a 64-36 super majority. "Pure Politics" credited KSL with helping the GOP achieve its objective.[30] The group created a stir in the closing days of the campaign by sending thousands of Hillary Clinton birthday cards to voters across the state, asking them to "ruin Hillary's birthday" by voting against Clinton and "every Clinton Democrat running."[31]

Jennings became a contributing columnist to the Louisville Courier-Journal in 2013, writing a conservative column that appears every other Wednesday. Jennings's columns are frequently picked up by Gannett's flagship USA TODAY.[32] In Jennings' columns for the Louisville newspaper, he tackles policy and political issues affecting Kentucky and the nation. In 2018 and 2021,[33] Jennings won a Society of Professional Journalists award for his Courier-Journal writing.[34] Jennings' writing also appears occasionally on RealClearPolitics.[35]

In June 2017, Jennings joined CNN as a political contributor, along with former Clinton campaign manager Robby Mook, former Kasich chief strategist John Weaver, former Virginia attorney general Ken Cuccinelli, Obama national security alum Shawn Turner and Yale Law School associate dean and former FBI special agent Asha Rangappa.

Around that time, it was reported in various news outlets that he had been offered but turned down, a senior role in the Trump White House.[36]

Jennings was named a resident fellow at the Harvard Institute of Politics in the Kennedy School of Government for the Spring 2018 semester. He taught a series of seminars on tribalism in American politics,[37] and attracted such guest lecturers to his class as Senate Majority Leader Mitch McConnell[38] and former White House Chief of Staff and RNC Chairman Reince Priebus.[39]

In 2019, Jennings returned to Harvard's Kennedy School to serve as an Adjunct Lecturer in Public Policy, teaching a course on modern American political campaigns.[40]

Jennings was named an LA Times contributing columnist in the Fall of 2019. His initial, unctuous column for the paper was called "Attitude and Gratitude: Why Republicans Stick with Trump,"[41] who had recently been impeached by the U.S. House of Representatives. He also wrote a column heralding Tiger Woods' remarkable 2019 Master's win.[42]