"This Is How a Heart Breaks" is the second single from Matchbox Twenty frontman Rob Thomas's debut album, ...Something to Be (2005).

It was certified gold by the Recording Industry Association of America (RIAA) for selling over 500,000 copies, and in 2006, it was nominated for a Grammy for Best Rock Vocal Performance, Solo.

[1] The video, directed by Pedro Romhanyi, begins with images of New York City before cutting to Thomas singing as he walks along the street.

As the video progresses, Thomas escapes from the pursuer and sings a few lines while walking along another part of the city.

The chase continues again as Thomas tries to climb down a fire escape only to fall into a trash pile at the bottom.