President Obama really just let all of us genuinely be who we were and didn't expect — I'm goofy. And so for him, he just never expected us to be any different than who we were and he wanted us to always give our opinions. He is not the kind of person who wanted to sit around and be told he was right all the time. Especially if he wasn't. And I think that seeing that in him made us all take that away with us.
Alyssa MastromonacoI think the best conversation to have been able to eavesdrop on was the one the minute after it was called that Trump would be the next president of the Unites States. Because by all indications, it does not seem anybody thought they were going to win. That is the moment I wish I could have been a fly on the wall. Or, like, in the microwave, whatever.
Alyssa MastromonacoI would say that Barack Obama not only made me a better person but made me better at my job. He's one of the most intellectually curious people you'll ever meet and really brings that out in other people.
Alyssa MastromonacoThe thing that I think is so depressing, fundamentally, about Donald Trump, is that he doesn't appreciate what's happening right now. He doesn't seem to think it's an honor. He doesn't seem to understand why we're actually super blessed to have the government we have. I also don't ever get the sense that he loves Americans.
Alyssa MastromonacoI think you can't dip your toe in and dip your toe out. I think either you're in it or you're not.
Alyssa MastromonacoWhen I first got to the White House, I was super anxious all the time about not knowing the answer to every question. And Obama was actually the person who let me be me. He was like, "Alyssa's not the person who wears the Ann Taylor suit. She's not the kind of person who always says the exact right thing." And I'm a bit of a wild animal. I brought a different perspective and I was a little bit more irreverent and casual.
Alyssa MastromonacoI didn't have a ton of role models back in 1998. So, when I was looking to get in, it was really just looking up at all the men who were out there. When you're not seeing women - when you're breaking into anything - it's like, "Well, this is what the men do and how they act, so we're going to just emulate that behavior."
Alyssa Mastromonaco