Megan is a quirky blogger at a large online news and entertainment company called Newsmaze. Content to sit behind her computer and post cat videos online, she doesn’t do a lot of dating. That all changes when her boss, Brenda, gives her a new assignment- she must go on a date with each of the 12 Bachelors they interviewed for their Man for Every Month column on eligible men. Megan freaks- she’s terrible at dating- and enlists the help of her beautiful roommate, Vanessa to give her advice. Making everything worse is the fact that Megan must recap her dates in front of the camera for a live vlog directed by a cute new employee, Scott. The dates are mostly disasters until Megan finally hits it off with Jack, an actor who seems just as quirky as she is.