You know, Ben, I teach my students that Petrarch should have said something. He should have told Laura de Noves how he felt. He should have trusted her with his heart… before it was too late.”

None of us get through life without being a little messed up by it, and Professor Ben Buchanan has a few kinks in his mental hose. Okay, maybe more than a few—try a tattered self-esteem, lingering heartbreak from the end of his marriage, and a major daydreaming problem. But he loves his job and his kids, and he’d love to stop sitting at home on Friday nights with a glass of wine and his own anxieties.

Thankfully, this is the Communication Age, and Ben and his friends are determined to find another chance at love. Ben’s gonna impress his friend and colleague Kate Robinson and get the courage to tell her how he feels. Frank’s gonna scour the online dating scene for the one who (moved) away. Dan’s gonna rekindle the love in his crumbling marriage, and Nick’s gonna see if the Hot Faculty Five were just joking about that little field trip they claimed would land him in the hospital.

But they’re not the only ones looking for love. Kate Robinson has had a run of bad luck long enough her mother’s talking about it, and the new online dating platform hasn’t been much help. A sweet, shy colleague who loves words like she does might be the end of a tragic pattern (if he can get it together enough to say something)—or he might be the crowning disaster in a comedy of errors that at this point feels practically Shakespearean.