The Hill's 25 Women to Watch: Page 14 of 26

The Hill's 25 Women to Watch





Alyssa Mastromonaco, who serves as a deputy chief of staff to President Obama, likens herself to being “a bit of a free spirit.”

But she’s also a stickler for planning, both professionally and personally. She sets an alarm every day and has been known to send herself Outlook reminders to catch the NBC show “Parenthood” each week. There’s also, from time to time, a separate reminder to take her morning vitamins.

“If this is the person you have to be, these are the things you have to do,” Mastromonaco, 36, said in an interview with The Hill.

Known to her colleagues as the ultimate problem solver with a steel-trap memory, Mastromonaco began her life in politics as an intern for then-Rep. Bernie SandersBernie SandersSanders, Mulvaney clash heatedly over Trump budget 5 things to watch in Montana’s special election GOP on edge over Montana election MORE (I-Vt.) in his district office nearly 18 years ago.

After moving to Washington in 2001, she landed a job as a scheduling and press assistant in Sen. John KerryJohn KerryJohn Kerry channels Yoda in tweetstorm John Kerry goes on tweetstorm as Senate eyes Iran legislation John Kerry's advice to Harvard grads: Learn Russian MORE’s (D-Mass.) office before going on to serve as the scheduling and advance director for his 2004 presidential bid. After Kerry lost the race, Mastromonaco’s world changed when her former colleague, Robert Gibbs, asked if she would work for a new Senate freshman named Barack ObamaBarack ObamaFormer La. official tapped as lead offshore drilling regulator Dem senator compares Trump to Blagojevich Biden fuels 2020 speculation MORE.

The answer was a no-brainer.

Soon, she was crisscrossing the country with the rising Senate star, serving as his point person on all-things logistical. The Rhinebeck, N.Y., native went on to work as the scheduling and advance director for Obama’s 2008 presidential campaign and then landed at the White House with the same title.

Now Mastromonaco oversees scheduling, advance, presidential personnel and beyond — and she likes to do the job with as much anonymity as possible.

“The less people know about me, the more I’m doing a good job,” she said. “If no one knows about me, that means there are no problems.”

What about her future plans? “I will serve POTUS as he needs me to serve,” she said.

— Amie Parnes