Best of Boston

2019 Best Political Upset

Ayanna Pressley

If we thought Ayanna Pressley had nerves of steel for challenging and taking down one of our longest-serving Democratic congressmen, it was only because we hadn’t yet seen her take on the Trump administration. In her first speech on the floor of the House in January, she delivered a scathing rebuke of President Donald Trump and the government shutdown. More recently, in an exchange that went viral, she scolded Housing and Urban Development Secretary Ben Carson for interrupting her and evading her questions. As a result, Pressley’s take-no-prisoners approach has made her a star on the national political stage. Read more