How far would you go to protect your friends? JT Monahan wants nothing more than to get out of small-town Appleton, Massachusetts. Just one more month of high school and then it's on to California and Stanford University. The road ahead is clear until his girlfriend, Maddie, insults a teacher via JT's Twitter account. Social media bully Maddie is one nasty tweet away from getting expelled, so JT takes the fall for her poor choices. It's just a week of in-school suspension. No big deal. But JT didn't count on a vengeful teacher who wants to make an example of him by crushing his dreams of leaving town. Things get worse when JT's neighbor, Helen, reluctantly agrees to help him make amends and her actions land her in front of a disciplinary board. Feeling terrible, JT hatches a desperate plan to save his future and absolve a very angry Helen. But desperation usually leads to bad decisions... How to Ruin Your Life in 140 Characters or Less is about good intentions gone awry and bad choices that bite you in the butt. But mostly, it's about doing the right thing for the right person when it really matters.