Jack and Stephanie’s story technically began years before either of them knew where it would lead. Back in college, Stephanie was roommates with Jack’s sister, Rachel. Nearly ten years later, and in a way that felt both unexpected and perfectly timed, Jack reached out to Stephanie. What started as easy conversation soon became something more, especially after Jack sealed the deal by sending Stephanie flowers on International Women’s Day. Their first official date took place in Rhode Island, and from there, despite the miles between them, many cross-country flights, and countless FaceTime calls, Jack and Stephanie made long distance work, until they decided they didn’t want to anymore. Eventually, Stephanie packed up her life and moved to California so they could finally be in the same place. No one was happier about this decision than Tito. From college roommates to chance reconnections, flowers, flights, and a leap across the country—the rest, as they say, is history. And they can’t wait to celebrate the next chapter with all of you!