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Alyssa Mastromonaco  

Chief Operating Officer of Vice Media, Former Deputy Chief of Staff for the Obama Administration

Alyssa Mende Mastromonaco is the Chief Operating Officer of Vice Media. She is also a contributing editor at Marie Claire magazine. She previously served as White House Deputy Chief of Staff for Operations in the administration of President Barack Obama from 2011 to 2014.She was the youngest woman to hold that position. Mastromonaco had worked for Obama since 2005 when he was on the United States Senate as his Director of Scheduling.

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.

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.

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.

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