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Event Location: Oregon
Politics
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Former Interim Chair of the Democratic National Committee (DNC), Renowned Political Strategist and Commentator, and Best-selling Author

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Political strategist Donna Brazile is the former interim chair of the DNC, as well as the former vice chair for civic engagement and voter participation at the DNC, an adjunct professor, current Fox News contributor, best-selling author, syndicated columnist, and television commentator. She was also the first African-American woman to manage a presidential campaign. Her southern charm, big personality, and hilarious anecdotes make her an instant audience favorite. Oprah’s O magazine chose her as one of its “20 remarkable visionaries” and Washingtonian named her one of its “100 most powerful women.” Brazile is known for her ability to analyze the political climate and attract supporters, and she addresses this and the political mood of the country.

Legendary Political Strategist, Founder of Precision Strategies, and Former Deputy Campaign Manager & Senior Advisor to President Obama

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Stephanie Cutter is one of the most-trusted voices of the Democratic Party. At the center of every major policy and political debate of the last 20 years, she offers an enlightening look at the current state of politics told through insider stories with today’s top lawmakers. From the halls of Congress to the campaign trail and from the West Wing to the C-Suite, Stephanie is one of the foremost experts at weaving together political strategies to create a narrative that resonates with voters. She was named one of the “50 Most Powerful People in Washington,” by GC magazine.

Millennial Entrepreneur & CEO of thriving business Inkpact

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Millennial, award-winning entrepreneur, CEO of Inkpact and women-in-tech ambassador. Charlotte is an inspiring and motivational speaker whose mission is to bring delight and connection to the heart of business communications. Using innovative and disruptive tech, Inkpact, successfully transforms digital email campaigns into beautiful, handwritten notes at scale. The letters are written by hand, by a freelance community of scribes - The Scribe Tribe, who make up the heart of the business. The thriving community of over 100 UK and US based creative freelancers leverage the flexible working hours and equal opportunity employment to earn in their spare time whilst doing work they love. Inkpact has recently launched a successful salesforce app allowing businesses to scale thoughtfulness at the touch of a button. Charlotte is a passionate and energetic leader who leads with heart. She has built a flexible and collaborative culture internally, provides work to those who prefer flexibility and has revolutionized the depth of connection companies can experience with their customers, through the power of innovative tech and human heart. Expertise: Charlotte is on a mission to connect the head and the heart of business and to drive innovation in the way humans and technology co-create meaningful experiences and lasting business relationships.

Two-Time Pulitzer Prize-Winning Journalist & Editor of The Washington Post

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Renowned journalist, author, and political commentator who keeps his finger on the pulse of modern American politics, speaking to every audience about current events and what the future holds. Widely known as the journalistic icon who broke the deeply disturbing news of the Watergate scandal. Bob Woodward is a reporter-historian with an aggressive but fair and non-partisan reputation for digging deep to uncover Washington’s secrets. He gives audiences unvarnished look at Washington politics and leaders.

Award-Winning Journalist and Former Chief Political Correspondent for CNN

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Candy Crowley is CNN’s former award-winning, nonpartisan chief political correspondent and anchor of the Sunday morning talk show State of the Union with Candy Crowley. The Los Angeles Times called her “no-nonsense” and a “straight shooter,” characterizing her career as “sophisticated political observation, graceful writing, and determined fairness.” She was also the first woman to moderate a presidential debate in two decades. With years of experience, insider knowledge, and access to the day’s top newsmakers, she shares insights on the current state of politics and today’s headlines.

Founders, Punchbowl News and Former Co-Authors, POLITICO Playbook

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Anna Palmer and Jake Sherman are New York Times best-selling authors and the founders of Punchbowl News, a news community focused on power, people, and politics in Washington. From 2016 to 2020, they were the co-authors of the top-rated POLITICO Playbook newsletter, where they chronicled President Donald Trump’s first term, and his relationship with top Congressional leaders. Under their leadership, the Playbook franchise more than doubled in revenue and tripled its readership. With over two decades of rise and grind journalistic experience between them, Palmer and Sherman are experts on the issues and share their insider knowledge with audiences with the most-up-to-the-minute insights on what's happening in Capitol Hill and the White House.

Founder, Punchbowl News and Former Co-Author, POLITICO's Playbook

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An esteemed reporter and news media innovator, Jake Sherman has been a go-to source for the latest — and most accurate — news on Congress, congressional leadership, and the politics of legislating for more than a decade. He is a co-founder of Punchbowl News, a news community focused on the people, power, and politics in Washington. From 2016 to 2020, Sherman was the co-author, along with Anna Palmer, of the top-rated POLITICO Playbook franchise, where they chronicled President Donald Trump’s first term and his relationship with top Congressional leaders. Under their leadership, the platform more than doubled in revenue and tripled its readership. He is the top congressional reporter on Capitol Hill and has built a career on landing hard-to-get scoops, taking readers inside the rooms where decisions are made.

Former Governor of Virginia, Former Chairman of the Democratic National Committee

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A lifelong entrepreneur, key strategist, presidential confidante, party chairman, best-selling author, and the 72nd Governor of Virginia, Terry McAuliffe has played an incalculable role in 21st Century American politics. Today, he serves as a Distinguished Visting Professor at the Schar School of Policy and Government at George Mason University and a Visiting Fellow at Georgetown University McCourt School of Public Policy. His dynamic presentations never fail to deliver his trademark charisma and optimism, and he entertains crowds while demonstrating why he’s considered one of the keenest political minds in America.

Founder & CEO, Punchbowl News and Former Co-Author, POLITICO Playbook

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Widely respected for her unparalleled insights and analysis from the forefront of American politics, Anna Palmer is a trusted voice on the latest — and most accurate — news on congressional leadership, the lobbying industry, presidential campaigns, and the politics of governing for more than 15 years. She is the co-founder and CEO of Punchbowl News, a news community focused on power, people, and politics in Washington. From 2016 to 2020, Palmer was the co-author, along with Jake Sherman, of the top-rated POLITICO Playbook franchise, where they chronicled President Donald Trump’s first term and his relationship with top Congressional leaders. Under their leadership, the platform more than doubled in revenue and tripled its readership. Anna covers the world of Congress and politics, and has successfully chronicled the business of Washington insiders for years. Her stories take readers behind the scenes of the latest breaking news in Washington from lobbyists to the White House and everything in between.

Chief Growth Officer, Publicis Groupe & Chairman of the Tobaccowala Foundation

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Over his 37-year career, Rishad Tobaccowala has worked across almost every area of marketing including brand advertising, media, database, as well as direct and interactive marketing. As a pioneer in digital marketing, Tobaccowala helped create one of the first interactive groups and digital agencies 20 years ago and has helped launch a series of initiatives over the years from groups focused on gaming, social, mobile, and search engine marketing. Starcom IP, Play, Giant Step, SMG Search, and Denuo are some of the brands Tobaccowala helped incubate.

U.S. Senator (R-PA) 2011-2023; Ranking Member, Senate Banking Committee; Member, Finance Committee, Budget Committee, and Joint Economic Committee

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Pat Toomey represented Pennsylvania in the U.S. Senate from 2011 to 2023. Sought out by his colleagues for his views on economic and tax policy, financial regulation, and budgetary issues, Senator Toomey was labeled by the Philadelphia Inquirer as "a leading voice on money matters." As a senior member of the Senate Finance Committee, Senator Toomey successfully led the 2017 tax reform effort culminating in the passage and enactment of the Tax Cuts and Jobs Act—the most sweeping tax reform in over 30 years. Capping his twelve-year service on the Senate Committee on Banking, Housing and Urban Affairs, Senator Toomey served as the committee’s senior-most Republican from 2021 through 2023. In that post, he helped recruit and confirm many highly qualified nominees to the nation’s most powerful regulatory bodies. When necessary, he also blocked ill-suited nominees. He focused on restoring disciplined monetary policy post-Covid; overseeing all Federal financial regulators; and he developed a blueprint for the regulation of stablecoins, among other things. Senator Toomey previously served in the U.S. House of Representatives for six years. Honoring his pledge to limit himself to three terms, he did not seek re-election to the House in 2004. In addition to his public service, the senator has also worked in the financial services industry, trading and managing a portfolio of fixed income derivatives. He served as president of the Club for Growth and owned and operated a small restaurant chain in the Lehigh Valley, PA with his brothers. Senator Toomey has been a frequent guest on CNBC, NBC, Bloomberg, FOX and FOX Business. His editorials have appeared in the Wall Street Journal, The Washington Post and The Philadelphia Inquirer, among many other publications. He has over 190,000 Twitter followers. A 1984 graduate of Harvard University, he lives in the Lehigh Valley, PA with his wife, Kris, and their three children.

Former White House Press Secretary, Political Commentator, and President of Ari Fleischer Communications

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Ari Fleischer is a former White House Press Secretary for U.S. President George W. Bush, from January 2001 to July 2003. Today, he works as a media consultant for corporations and sports players and organizations like the NFL, Bowl Championship Series through his company, Ari Fleischer Sports Communications. With the signature wit and humor he used to handle the toughest of questions in the White House briefing room, in speeches he provides an in-depth look at the current presidential administration, political landscape, the media, and U.S. foreign policy.