Alyssa Mastromonaco

Alyssa Mastromonaco is a seasoned executive whose career spans the highest levels of political operations and media leadership. Best known as the youngest woman ever to serve as White House Deputy Chief of Staff for Operations under President Barack Obama (2011–2014), she built a reputation for managing complex, large-scale operations under pressure — skills she has since applied to the media and entertainment industry. Her transition from government to media has made her a distinctive voice on organizational strategy, communications, and operational excellence. After departing the White House, Mastromonaco served as Chief Operating Officer at Vice Media Group, where she helped guide the fast-growing digital media company through a period of significant expansion and strategic repositioning. She subsequently joined A+E Networks as COO, overseeing day-to-day operations for the cable and digital media company whose portfolio includes A&E, History, and Lifetime. Her role at A+E places her at the intersection of traditional broadcast media and the evolving digital advertising and content distribution landscape. Beyond her executive roles, Mastromonaco is a published author and podcast co-host on Crooked Media's 'Hysteria,' where she engages audiences on politics and culture. Her book 'Who Thought This Was a Good Idea?' drew on her White House experience to offer lessons in leadership and operations. While not a traditional AdTech specialist, her influence on media operations, content strategy, and organizational leadership at major media companies gives her meaningful relevance in the broader media and advertising ecosystem.

• BA, University of Vermont

• Youngest woman ever to serve as White House Deputy Chief of Staff for Operations under President Obama
• Served as COO at Vice Media Group during a critical growth phase for the digital media company
• Co-host of Crooked Media's 'Hysteria' podcast, reaching large political and cultural audiences
• Published author of 'Who Thought This Was a Good Idea?' (2017), a leadership memoir

• Who Thought This Was a Good Idea?: And Other Questions You Should Have Answers to When You Work in the White House (2017)
• So Here's the Thing... Notes on Growing Up, Getting Older, and Not Knowing What to Do Next (2018)