On November 23, 2019, Jack and Kaitlyn met at a mutual friend's party at Michigan State- despite neither of them having actually been students at the school. They had grown up living five minutes apart from each other and had many of the same teachers, but never crossed paths until college. After returning to their respective colleges following the holidays, they began a long-distance relationship that lasted three years. They took turns driving the five hours on any free weekends they had to see each other. After Jack graduated, he moved to Connecticut, taking their long-distance relationship to a new level. Once Kaitlyn graduated, she joined Jack in Connecticut before starting law school. Jack and Kaitlyn then moved back to Michigan so Kaitlyn could attend Michigan State- the very place where they had first met! A few months later, on November, 2023, 2024- exactly five years after they met- Jack proposed.