What scares you now?
I’m so much less scared than I was at 30. It’s nice to wear what you want, do your hair as you want, go on vacation where you want. Still, as CEO of Soledad O’Brien Productions, I’ve got people’s livelihoods in my hands—that’s scary. And as a parent, I’m always afraid. [O’Brien has four children: Sofia Elizabeth, 25, Cecilia, 24, and twin sons Charlie and Jackson, 22.] I’m constantly anxious for them.