Kit Averin is anything but a gambler. A scientist with a quiet, steady job at a university, Kit's focus has always been maintaining the acceptable status quo. Being a sudden millionaire doesn't change that, with one exception: the fixer-upper she plans to buy, her first and only real home. It's more than enough to keep her busy, until an unsettlingly handsome, charming, and determined corporate recruiter shows up in her lab - and manages to work his way into her heart.

Holly is dealing with the impending death of her grandmother and still reeling from a bad breakup. One bright spot: a Valentine’s Day card on Holly’s windshield—even if it wasn’t meant for her. An amusing mistake soon turns into a lovely exchange of anonymous notes, little acts of kindness, and a growing affection between two strangers. What happens when one of them has to say goodbye?

Blake Avery knows all about hard work. She’s gone from making videos in her teenage bedroom to founding a booming fitness business and opening a state-of-the-art Manhattan gym. Now she’s on the cusp of realizing her wildest dreams, and she’s not going to let anyone stand in her way. Certainly not man-of-the-hour Gabriel Mercer. He might be one of the biggest names in the fitness world and set women’s pulses soaring more than a grueling HIIT workout, but he grew up in a billionaire dynasty and had everything handed to him – or so Blake thinks.

A former foster kid, Jane has led a solitary life as a waitress in the suburbs, working hard to get by. After graduating, Jane accepts a job offer at a distinguished law firm in downtown Toronto. Everyone at the firm thinks she is destined for failure because her boss is the notoriously difficult Edward Rosen. But Jane has known far worse trials and refuses to back down. Edward has never been able to keep an assistant—he’s too loud, too messy, too ill-tempered. Yet there’s something about Jane that intrigues him. As their orbits overlap, their feelings begin to develop.

One typo, and a boy and girl connect by chance. Wishing each other a happy Valentine’s Day isn’t the end. In fact, it becomes a friendly annual tradition—with rules: no pics, no real names, nothing too personal. As years pass, the rules for their email “dates” are breaking, and they’re sharing more than they imagined—including the urge to ask…what if we actually met?