Jennifer O'Malley Dillon

Jen O’Malley Dillon is a trailblazing political strategist whose career offers deep insight into U.S. politics. Having managed seven presidential campaigns and advised at the highest levels of government, she offers fresh insight into the forces shaping recent elections—and what to expect in those to come. Jen has made history as the first woman to manage a winning Democratic presidential campaign, cementing her status as one of the most influential political strategists.

Jen’s wealth of real-world experience and insider’s perspective on how political decisions are made inform her sharp insights on leadership in moments of crisis. Between 2021 and 2025, she was also the former White House Deputy Chief of Staff. Her talks are rich with behind-the-scenes stories—from traveling under cover of darkness with the President to war-torn Ukraine to pioneering new digital-first campaign strategies that redefined modern elections. She connects these lessons to broader themes of resilience, decision-making, and innovation, making her insights relevant beyond politics to various industries.

Exclusively represented by Leading Authorities speakers bureau, Jen’s career has been a front-row seat to modern American politics. She has worked at every level, from answering phones at the start of her career to managing historic presidential campaigns and serving as White House Deputy Chief of Staff. She was instrumental in coordinating the Biden administration’s response to major national and global challenges, accompanied the President on high-stakes diplomatic trips, and played a key role in shaping White House strategy. Beyond the U.S., she has twice served as the lead American advisor to successful campaigns for Prime Minister of Canada.

With deep relationships across politics, government, and media, Jen remains a key voice on where politics is headed and what it means for the future.

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