While Jack is stuck in the time loop, he thinks it’s happening because he’s meant to change Kate’s fate and keep her from dying. In the book’s resolution, however, he comes to understand that he didn’t save her; it was never about that. He accomplishes something else by reliving those same months over and over. He’s granted the gift of do-overs, from which he learns important life lessons about effort, choices, and love—not only in romantic contexts but also in friendships and family dynamics.

In the initial state of Jack’s character arc, he experiences low self-esteem. He describes himself as an expert in almost—as in, never quite good enough to achieve his goals—and he believes anything good in his life can only be temporary. As a result, he’s afraid to take a chance on love. Kate’s entry into his life immediately influences Jack’s internal conflict against his self-doubt. She tells him, “Don’t be afraid. Take chances. And when those don’t work out, take more” (39). Jack heeds her advice, takes action, and finds love. When he experiences the pain of losing his newfound love through her untimely death, he does experience regret. Rather, he realizes the pain doesn’t outweigh the love and happiness he gains.