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Alyssa  Mastromonaco

Alyssa Mastromonaco

A&E Networks Strategy Head, Former Obama Deputy


As the youngest woman ever to be Deputy Chief of Staff of Operations at the White House, Alyssa Mastromonaco certainly has some amazing stories to tell. After all, you’re talking about “the” person who had the power to decide who gets to see the president of the United States, and when. In her New York Times best-selling book Who Thought This Was a Good Idea?, Mastromonaco paints an intimate portrait of a president, shares how to get stuff done, and opens up about how one woman challenged, again and again, what a "White House official" is supposed to look like. Alyssa was more than a Presidential gatekeeper. She was the person responsible for running and managing the whole 18-acre White House compound – including the 1,700+ employees in the Executive branch - ensuring that the entire department ran smoothly, even when the rest of the government did not. Through her tenacity, ingenuity and sheer determination, Alyssa instituted an array of new strategies and processes that kept the White House up and running efficiently throughout a ceaseless series of budget cuts, international crises and even a government shutdown. Read More >

This stalwart attitude and ability to measure and take risks served Alyssa well throughout her White House career. It enabled her to manage the hiring process for all Executive political appointments, screen nominees for Cabinet positions and help coordinate the nation’s response to some of the worst natural disasters in our country’s history. Throughout it all, Alyssa continued (and continues) to break down barriers, develop new paths for progress and achieve “what couldn’t be done,” transforming the allegorical “glass ceiling” for women into a stairway of opportunity.

Now, Alyssa is entering the next phase of her remarkable career—as the President of Global Communications Strategy & Talent at A+E Networks. She is also an in-demand speaker who discusses her amazing journeys and the many things she has learned along the way, such as how to successfully assemble and lead large teams of people, and draw the best out of each and every one. She teaches proven ways to handle crises of all sizes, turning negative events into positive outcomes. As an empowered woman, she proudly speaks about the choices that have led to her success, showing others how they can create their own paths to greatness, and paying tribute to all of the wonderful teachers and mentors who helped her to gain the confidence, bravery and intelligence that led her to where she stands today. Book an event with Alyssa, and hear an inspiring journey that stretches from the hills of small-town America to the Oval Office…and beyond. Read Less ^

Speaker Videos

College of Saint Benedict Commencement Address

Who Thought This Was A Good Idea? A Book Conversation

2014 Fergus Leadership Lecture

Speech Topics

Management Under Pressure: Tips from the Obama Administration

Imagine managing the schedule of the President of the United States, plus overseeing a White House staff of 1,700 employees, managing the hiring process for all Executive political appointments and screening nominees for Cabinet positions? These are just some of the tasks Alyssa Mastromonaco performed as the former Deputy Chief of Staff for Operations at the White House. Read More >

As a trusted aide of President Obama for nine years, Mastromonaco shares the management strategies she used to ensure all White House operations flowed smoothly and seamlessly. She tells inside stories of her experiences and provides insights into how to draw the best out of your workforce — even in the most trying times — enabling your organization to run as efficiently and effectively as possible. Read Less ^

The Whitehouse Gatekeeper: Tales of Brave Leadership

She had one of the most important roles in the White House: the power to decide who got to see The President of the United States. To be in such a high position, she had to demonstrate an unbreakable inner strength, which allowed her to manage some of the most powerful people in America. What does it take to become a brave leader like Alyssa Mastromonaco, the former Deputy Chief of Staff for Operations at the White House? In this speech, Mastromonaco explains how she mastered the tenacity and decision-making needed in such a critical White House role. In addition, she shows audiences how to measure and take calculated risks, mitigate the failure of those risks and be more accepting of failure – all essential traits that contributed to her resounding success.

Crisis Management: Turning Negative Events into Positive Outcomes

As the former Deputy Chief of Staff for Operations at the White House, Alyssa Mastromonaco not only managed President Obama’s schedule, but also helped coordinate the response to all major national disasters during her time in the White House. From the most trying natural catastrophes to manmade crises, Mastromonaco was one of the key contributors to ensuring positive outcomes from negative events, even when her last minute decisions were guided by pure instinct. In her engaging speech, audiences will learn how to successfully manage crises of all sizes through teamwork, astute decision making and how to motivate people to find innovative solutions for handling emergencies so that they can achieve a positive outcome regardless of the challenges they face.

Persistence is Part of the Game

A true trailblazer for women, Alyssa Mastromonaco is the former Deputy Chief of Staff for Operations at the White House and the youngest female to hold a White House Chief of Staff position. Upon leaving her long time role, Alyssa’s next endeavor is to “pay it forward” — to share creative strategies and lessons learned to encourage and empower all women to be trailblazers in their own careers and lives. With such themes as the power of persistence, strategic planning, risk-taking in decision-making and mentoring, Alyssa’s extraordinary, engaging and fascinating stories illustrate true takeaways that will be impactful to all audiences. In addition, her unique insights will inspire women from all walks of life to take their game to the next level.

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.

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.