Alyssa Mastromonaco Biography

Alyssa Mastromonaco is an American author, podcaster, and former senior government official recognized for her work in politics and media. Mastromonaco began her political career as an intern for Vermont Senator Bernie Sanders and later served as director of scheduling for John Kerry's presidential campaign. She joined Barack Obama's team as director of scheduling for his U.S. Senate campaign and continued in various roles, including director of scheduling and advance for Obama's presidential campaign.

Mastromonaco was appointed deputy chief of staff for operations in the Obama White House, where she managed the White House compound and oversaw executive branch operations, including the military personnel supporting Air Force One, Camp David, and Marine One. She was the youngest woman to hold this position and was featured on The New Republic's list of Washington's Most Powerful, Least Famous People. Alongside Nancy-Ann DeParle, Mastromonaco was part of the first presidential administration to have two women serving as deputy chiefs of staff simultaneously.

During her tenure, Mastromonaco managed operations through government shutdowns, natural disasters, national tragedies, and significant historical events. After leaving the White House, she held executive roles as chief operating officer at Vice Media and president of global communications and strategy at A&E Networks. Mastromonaco is a contributor to Crooked Media's "Pod Save America," a contributing editor to Marie Claire, and has served as senior advisor and spokesperson for NARAL Pro-Choice America.

Mastromonaco is the author of the New York Times bestseller "Who Thought This Was a Good Idea? And Other Questions You Should Have Answers to When You Work in the White House" and "So Here's the Thing...: Notes on Growing Up, Getting Older, and Trusting Your Gut." She co-hosts Crooked Media's "#Hysteria" podcast, offering commentary on social and political issues.

Mastromonaco writes and speaks on topics including the political landscape, leadership, crisis management, strategic planning, risk-taking, and mentoring. Her experience in government, media, and corporate leadership provides audiences with practical insights and lessons on persistence and decision-making.

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Speaker profile last updated by AAE Talent Team on 06/17/2026.

Alyssa Mastromonaco Speaking Topics

  • From Childhood Dreams to White House Realities: The Inspiring Teachers Behind My Journey

    As the youngest female Deputy Chief of Staff for Operations at the White House, Alyssa Mastromonaco often reflects on all the inspiring teachers who empowered her and gave her the confidence to pursue her dreams. In this captivating speech, Mastromonaco shares personal stories of the people who led her down the successful path to where she is today. In addition, she speaks on why education is so important and how parents and teachers can properly mentor children so they can reach their highest potential and achieve their dreams.

  • Girl Power: Empowering Women to Lead by Example

    As the former Deputy Chief of Staff for Operations at the White House, Alyssa Mastromonaco knows a lot about the power women possess. In this speech, Mastromonaco shares stories from her life to show women how to break the glass ceiling and establish fulfilling careers. Being one of the few people to have the rare opportunity to work alongside President Obama, she provides a unique perspective on how women can be successful in the workforce today and achieve positions that are traditionally dominated by men. Sharing her own successes and failures, Mastromonaco encourages women to lead by intelligent empowerment and become examples to future generations of girls.

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Alyssa Mastromonaco Videos

Alyssa Mastromonaco: Kamala Harris Will Call Out 'Condescending ...

Alyssa Mastromonaco: Kamala Harris Will Call Out 'Condescending ...

Pod Save America's Dan Pfeiffer in Conversation with Alyssa ...

Pod Save America's Dan Pfeiffer in Conversation with Alyssa ...

ALYSSA MASTROMONACO: GROWING UP AND TRUSTING YOUR ...

ALYSSA MASTROMONACO: GROWING UP AND TRUSTING YOUR ...

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Alyssa Mastromonaco is a keynote speaker and industry expert who speaks on a wide range of topics such as From Childhood Dreams to White House Realities: The Inspiring Teachers Behind My Journey, Girl Power: Empowering Women to Lead by Example, Persistence is Part of the Game, Crisis Management: Turning Negative Events into Positive Outcomes, The Whitehouse Gatekeeper: Tales of Brave Leadership and Management Under Pressure: Tips from the Obama Administration. The estimated speaking fee range to book Alyssa Mastromonaco for your event is $30,000 - $50,000. Alyssa Mastromonaco generally travels from New York, NY, USA and can be booked for (private) corporate events, personal appearances, keynote speeches, or other performances. Similar motivational celebrity speakers are Donna Brazile, Mandana Dayani, Aimee Allison, Lorella Praeli and Maya L. Harris. Contact All American Speakers for ratings, reviews, videos and information on scheduling Alyssa Mastromonaco for an upcoming live or virtual event.

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