[1] She was an accomplished swimmer during her high school days and attended North Carolina State University on a four year scholarship for distance swimming.
She won an investigative journalism award from the Independent Press Association for her coverage of the rebuilding of New York City after the September 11 attacks.
[3][8] Caldwell joined NBC News in 2014 and served as a Capitol Hill correspondent until moving to CAA in 2019.
[1][9] She covered the 2018–2019 United States federal government shutdown, both impeachment trials of President Donald Trump, the January 6 United States Capitol attack and its aftermath, and four Supreme Court confirmations, including those for Brett Kavanaugh and Amy Coney Barrett.
[10] In April 2022, she announced that she was joining The Washington Post to write a morning newsletter and host live events.